Vacation Rentals By Owner In Ashland, OR

$200.74

Lodge Room 5 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

Housed in the main lodge of the Green Springs Inn and Cabins, this second floor private room will make you feel right at home. Complete with a king-sized bed and in-room jacuzzi, you can relax and unwind in PNW style. Additional amenities include a mini-fridge, microwave, and coffee maker for simple meal prep. Step outside and find yourself suddenly immersed in the natural wonderland of Cascade Siskiyou National Monument.brbrImportant Notice: The fireplace in the room is currently out of order and unavailable for use.brGreen Springs Inn is nestled on over 100 acres in the Cascade-Siskiyou National Monument. Our nature-immersive micro-resort is tucked away in one of the most biologically diverse areas in North America. We take land stewardship seriously, and we know you do too. Please respect the land and thank you in advance for following all of our rules. We have these rules to protect the land, ourselves, our guests, and our community.brbrPlease be advised that all guests will be asked to sign a rental agreement that governs the terms of the stay. By completing the reservation you agree to the following:brbr1. You agree to read, sign, and be bound by our rental agreement.br2. You acknowledge that you will be required to provide a copy of a valid government-issued ID and matching credit card prior to check-in.brbrBelow are some important things to note:brbr1. Good Neighbor Policy: Because the Green Springs Inn is a resort shared by many guests, all occupants must comply with this good neighbor policy. Please treat the property with the same care you would use with your own residence and leave it in the same condition it was in when you arrived. To prevent theft of or damage to furnishings or your personal property, you agree to close and lock doors and windows when you are not present at the property and upon check-out. You and other occupants agree to conduct yourselves throughout your stay in a manner that is respectful of and not disruptive to neighboring guests, neighbors, traffic flow, or the community and that will not prompt complaints to Green Springs Inn from police, neighboring guests, neighbors, or neighborhood or homeowner associations. Noise audible outside the property is prohibited between 10 p.m. and 8 a.m. You and other occupants agree to abide by all applicable parking restrictions and limitations.br2. No Campfires or Smoking: No campfires or smoking is permitted at the property (including porches, decks or outdoor areas) at any time. We are in a delicate natural area with extreme wildfire risk. If evidence of smoking is found in any accommodation during or after a guest`s stay, a cleaning fee of $150.00 will be charged to the credit card on file to cover the deep cleaning required to remove smoke residue and odor.br3. Damage and Security Hold: Guests are responsible for treating Green Springs Inn property and amenities with respect. A security hold of $250.00 for cabin reservations or $150.00 for lodge room reservations will be pre-authorized on the credit card on file at the time of check-in. This hold covers potential damages, policy violations (including but not limited to smoking, excessive cleaning, or pet violations), or other charges incurred during the stay. The security hold will be released within five (5) business days after check-out, provided no damages or policy violations are found. If charges are assessed, you will be notified of the amount and reason.br4. Commercial Use: Without the express written consent of Green Springs Inn, no commercial photography or filming is permitted on the property (other than strictly for social media use).br5. Pet Policy: We do not allow any pets other than dogs on the Property. In cabins, we allow up to 2 well-behaved dogs with a required upgrade fee (the Pupgrade Experience) of $87 per reservation. In lodge rooms, up to 1 well-behaved dog with a fee of $62 per reservation is allowed. If a guest is found to have more dogs in an accommodation than what is allowed, or is found to have dogs in a non-dog friendly accommodation, or is found to have pets other than dogs, that guest will be charged a $250.00 pet fee.brbrFinally and most importantly, remember that staying here is a chance to slow down, breathe in the cool mountain air, and simply relax while being surrounded by nature’s splendor. We are so excited to host you, and PLEASE tell your friends & family about us on social media so they can visit us too!

1

Bed

1

Bath

2

Sleeps

$165.23

/ Nightly

Hotel

Lodge Room 3 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

This private room boasts a king-sized bed adjacent to a luxurious in-room Jacuzzi tub. You will love the peace and quiet that sidesteps the miles of trails through Cascade Siskiyou National Monument. Complete with mini-fridge, microwave, and coffee maker, this ground floor unit in the main lodge is easy to access and very private. For those guests traveling in pairs, there is a pass-through door to Room 4 that can be unlocked if a shared space is desired.brGreen Springs Inn is nestled on over 100 acres in the Cascade-Siskiyou National Monument. Our nature-immersive micro-resort is tucked away in one of the most biologically diverse areas in North America. We take land stewardship seriously, and we know you do too. Please respect the land and thank you in advance for following all of our rules. We have these rules to protect the land, ourselves, our guests, and our community.brbrPlease be advised that all guests will be asked to sign a rental agreement that governs the terms of the stay. By completing the reservation you agree to the following:brbr1. You agree to read, sign, and be bound by our rental agreement.br2. You acknowledge that you will be required to provide a copy of a valid government-issued ID and matching credit card prior to check-in.brbrBelow are some important things to note:brbr1. Good Neighbor Policy: Because the Green Springs Inn is a resort shared by many guests, all occupants must comply with this good neighbor policy. Please treat the property with the same care you would use with your own residence and leave it in the same condition it was in when you arrived. To prevent theft of or damage to furnishings or your personal property, you agree to close and lock doors and windows when you are not present at the property and upon check-out. You and other occupants agree to conduct yourselves throughout your stay in a manner that is respectful of and not disruptive to neighboring guests, neighbors, traffic flow, or the community and that will not prompt complaints to Green Springs Inn from police, neighboring guests, neighbors, or neighborhood or homeowner associations. Noise audible outside the property is prohibited between 10 p.m. and 8 a.m. You and other occupants agree to abide by all applicable parking restrictions and limitations.br2. No Campfires or Smoking: No campfires or smoking is permitted at the property (including porches, decks or outdoor areas) at any time. We are in a delicate natural area with extreme wildfire risk. If evidence of smoking is found in any accommodation during or after a guest`s stay, a cleaning fee of $150.00 will be charged to the credit card on file to cover the deep cleaning required to remove smoke residue and odor.br3.Damage and Security Hold: Guests are responsible for treating Green Springs Inn property and amenities with respect. A security hold of $250.00 for cabin reservations or $150.00 for lodge room reservations will be pre-authorized on the credit card on file at the time of check-in. This hold covers potential damages, policy violations (including but not limited to smoking, excessive cleaning, or pet violations), or other charges incurred during the stay. The security hold will be released within five (5) business days after check-out, provided no damages or policy violations are found. If charges are assessed, you will be notified of the amount and reason.br4. Commercial Use: Without the express written consent of Green Springs Inn, no commercial photography or filming is permitted on the property (other than strictly for social media use).brbrFinally and most importantly, remember that staying here is a chance to slow down, breathe in the cool mountain air, and simply relax while being surrounded by nature’s splendor. We are so excited to host you, and PLEASE tell your friends & family about us on social media so they can visit us too!

Bed

Bath

Sleeps

$214.14

/ Nightly

Hotel

Lodge Room 8 with Jacuzzi Tub at Green Springs Inn

Ashland, Oregon, United States

Lodge Room 8 - A Jacuzzi room Located in the main lodge of the Green Springs Inn and Cabins, these private rooms offer comfortable accommodations with Pacific Northwest style.brbrThis private room has a king-sized bed and features an in-room Jacuzzi tub, comfortable seating, and a small writing desk. Your room is located just steps away from trails through the Cascade Siskiyou National Monument. A mini-fridge, microwave, and coffee maker are available for simple meal prep. brGreen Springs Inn is nestled on over 100 acres in the Cascade-Siskiyou National Monument. Our nature-immersive micro-resort is tucked away in one of the most biologically diverse areas in North America. We take land stewardship seriously, and we know you do too. Please respect the land and thank you in advance for following all of our rules. We have these rules to protect the land, ourselves, our guests, and our community.brbrPlease be advised that all guests will be asked to sign a rental agreement that governs the terms of the stay. By completing the reservation you agree to the following:brbr1. You agree to read, sign, and be bound by our rental agreement.br2. You acknowledge that you will be required to provide a copy of a valid government-issued ID and matching credit card prior to check-in.brbrBelow are some important things to note:brbr1. Good Neighbor Policy: Because the Green Springs Inn is a resort shared by many guests, all occupants must comply with this good neighbor policy. Please treat the property with the same care you would use with your own residence and leave it in the same condition it was in when you arrived. To prevent theft of or damage to furnishings or your personal property, you agree to close and lock doors and windows when you are not present at the property and upon check-out. You and other occupants agree to conduct yourselves throughout your stay in a manner that is respectful of and not disruptive to neighboring guests, neighbors, traffic flow, or the community and that will not prompt complaints to Green Springs Inn from police, neighboring guests, neighbors, or neighborhood or homeowner associations. Noise audible outside the property is prohibited between 10 p.m. and 8 a.m. You and other occupants agree to abide by all applicable parking restrictions and limitations.br2. No Campfires or Smoking: No campfires or smoking is permitted at the property (including porches, decks or outdoor areas) at any time. We are in a delicate natural area with extreme wildfire risk. If evidence of smoking is found in any accommodation during or after a guest`s stay, a cleaning fee of $150.00 will be charged to the credit card on file to cover the deep cleaning required to remove smoke residue and odor.br3.Damage and Security Hold: Guests are responsible for treating Green Springs Inn property and amenities with respect. A security hold of $250.00 for cabin reservations or $150.00 for lodge room reservations will be pre-authorized on the credit card on file at the time of check-in. This hold covers potential damages, policy violations (including but not limited to smoking, excessive cleaning, or pet violations), or other charges incurred during the stay. The security hold will be released within five (5) business days after check-out, provided no damages or policy violations are found. If charges are assessed, you will be notified of the amount and reason.br4. Commercial Use: Without the express written consent of Green Springs Inn, no commercial photography or filming is permitted on the property (other than strictly for social media use).br5. Pet Policy: We do not allow any pets other than dogs on the Property. In cabins, we allow up to 2 well-behaved dogs with a required upgrade fee (the Pupgrade Experience) of $87 per reservation. In lodge rooms, up to 1 well-behaved dog with a fee of $62 per reservation is allowed. If a guest is found to have more dogs in an accommodation than what is allowed, or is found to have dogs in a non-dog friendly accommodation, or is found to have pets other than dogs, that guest will be charged a $250.00 pet fee.brbrFinally and most importantly, remember that staying here is a chance to slow down, breathe in the cool mountain air, and simply relax while being surrounded by nature’s splendor. We are so excited to host you, and PLEASE tell your friends & family about us on social media so they can visit us too!

1

Bed

1

Bath

2

Sleeps

$1003.5

/ Nightly

Hotel

Ashland Airport King studio w/Gym, pool

Ashland, Oregon, United States

Welcome to your cozy suite in Ashland! Nestled near the scenic Rogue Valley, this charming stay offers comfort and a relaxing atmosphere just minutes from downtown.brbrEnjoy these fantastic perks:br• Daily breakfast with a feebr• Poolbr• Gymbr• Housekeepingbr• TennisbrbrWhether you're here for the Oregon Shakespeare Festival, outdoor adventures, or a peaceful getaway, we have you covered. Come experience the beauty of Ashland! brbrSuite Highlights: Your Home Away From HomebrbrSleep & Relaxationbr• King-size bed with premium linensbr• Blackout curtains for uninterrupted restbrbrWork & Entertainmentbr• Fast WiFi (in-suite + public areas)br• Spacious workstation for productivitybr• TV with premium channels (HBO, CNN, ESPN)brbrKitchen & Diningbr• Coffee machinebrbrFull Bathbr• Full bathroom with shower + bathtubbr• Toiletries provided (no hassle!)brbrParking & Transportationbr• Free self-parking on sitebr• Onsite parking includes off-street optionsbr• Ski shuttle nearbybrbrAmenity Highlightsbr• Fitness center (stay on track)br• 1 outdoor pool and 1 hot tub on sitebr• Sun loungers availablebr• 2 outdoor tennis courtsbr• Free bicycle rentalsbr• Playgroundbr• Ski passes availablebr• Ski storagebr• Pet-friendly propertybr• Fee: USD 30 per accommodation, per nightbr• Service animals are exempt from feesbrbrFood & Beverage Optionsbr• Cooked-to-order breakfast available for a feebrServed daily from 7:00 AM – 10:30 AMbrUSD 5–20 per personbr• A bar/loungebr• A coffee shop/cafebr• A restaurantbr• Coffee and tea in common areasbrbrDaily Housekeepingbr• Toiletries and toilet paper restockedbr• Self-serve laundry availablebrbrPrime Location – Everything’s Close!brbrWhat's Nearbybr• Weisinger Family Winery – 2 min drivebr• Southern Oregon University – 3 min drivebr• Oregon Shakespeare Festival – 8 min drivebr• Lithia Park – 8 min drivebr• Mount Ashland Ski Area – 24 min drivebrbrGetting Aroundbr• Rogue Valley Transit Center – 16 min drivebr• Medford Airport Bus Station – 20 min drivebr• Medford, OR (MFR–Rogue Valley Intl.) – 20 min drivebrbrRestaurantsbr• El Paraiso – 2 min walkbr• Luna Cafe + Mercantile – 2 min walkbr• Oak Tree Northwest Bar & Grill – 2 min walkbr• A&W Restaurant – 3 min walkbr• Wild Goose Cafe & Bar – 6 min walk

Bed

Bath

Sleeps

$625.96

/ Nightly

Private Vacation Home

House + 2 Studios- 3 blocks from the Plaza!

Ashland, Oregon, United States

Helman House and Cottages ~ Old Ashland Charm, Short Walk to the Plazabrbr★HOME OVERVIEW★brOne and a half blocks away from Main St. on a quiet, tree-lined street you’ll find old-Ashland charm in the Helman House and Cottages. Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning wineries, and restaurants Ashland is famous for, The Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.brbrYour reservation will include the Helman House and two cottages behind the house (sleeps 16). brbr★SLEEPING ACCOMMODATIONS★brbrWe can sleep 16 total!brbrFront House Bedroom 1: King Bed, ensuite bathroom with walk in showerbrFront House Bedroom 2: 2 Queen beds. This bedroom is up a narrow staircase and has no door.brFront House Living Room: Queen fold out couchbrThere is another full bathroom with bathtub off of the kitchenbrbrStudio A: King Bed and Queen fold out couch and ensuite bathroom with bathtub brStudio B: King Bed and Queen fold out couch and ensuite bathroom brbr★LIVING AREA★brRelax on our sofas and stream your favorite shows on our Smart TVs (Roku). Enjoy access to Netflix, Hulu, Prime Video, and Apple TV by simply entering your password. There are 3 TVs total. One in each unit. br‎br★KITCHEN★brThe kitchen in the front house is perfect for simple meal prep when you need a night in. You'll find all your basics to get breakfast, lunch or dinner on the table. Enjoy a 2-in-1 coffee maker with both Keurig and drip options. Each studio is equipped with its own efficient kitchenette so you can have a cup of coffee before joining the rest of the group!br‎br★BATHROOMS★brThere are 4 full bathrooms total including 2 bathtubs (Front house and Studio A). Towels, shampoo, conditioner and body wash are provided.brbr★LAUNDRY ROOMS (yes, plural!)★brThere is a full sized washer and dryer in the bathroom in the front house and another one in studio A!brbr★PARKING★brThere are 2 off street parking spaces reserved for you behind the house as well as ample street parking. brbr★FRONTYARD★brEnjoy a cup of coffee on our Adirondack chairs while people watching or a quick bite on our table for 4 on the front porch.brbr★RESTAURANTS & BARS★brThe best of the best on the Ashland Plaza is a 6 minute walk away!brbr★HEATING & AC★brThe main house has a central heat and AC. The studios are equipped with window units that have both heat and AC. brbrPerfect for a multi-party or family gathering, the Helman House and Cottages provide comfort and convenience for all.brbrPlease note that the wall shared by both studios is relatively thin as far as soundproofing goes. brPlease Note: The water heater is shared between Studio A and Studio B. While it generally provides sufficient hot water for both units, there may be occasional delays in hot water recovery if multiple showers are taken back-to-back. We recommend spacing out showers when possible for the most comfortable experience.brbrFor safety, there is a ring doorbell at the front door. It is active 24/7. Video and sound recording is motion activated. The home is also equipped with a decibel monitoring sensor located inside and outside of the home. It is 100% privacy compliant and is required on this property. Tampering with or disabling the ring doorbell and noise monitoring sensor will immediately cancel the reservation.brbrThere is a pet fee of $150 (up to 2 pets)brPet Policy ReminderbrWe love welcoming well-behaved pets to our property! To help ensure a safe and enjoyable experience for everyone, we kindly ask that all pets be kept on a leash when outdoors and not left unattended in shared areas.brThank you for your understanding and cooperation!brbrbrIMPORTANT REMINDERS:br- You will be asked to sign a rental agreement.br- The minimum age to rent is 21br- No smokingbr- Garden maintenance occurs on Fridays. Our team ensures the garden remains in excellent condition for your enjoyment.brbrCancellation Policy: 50% refund up until 60 days prior to arrival. No refund if cancelled within 60 days.brbrEarly Check-In / Late Check-Out Options:br - We may be able to accommodate an early check-in starting at 1:30 PM or a late check-out until 1:30 PM for an additional fee of $150.00, subject to availability and scheduling.br - To help us coordinate with our cleaning and operations teams, requests must be made at least 1 day in advance and are not guaranteed until confirmed by management.br - For guests needing significantly earlier arrivals or later departures, we recommend booking the previous or following night to ensure uninterrupted access to the property.br - Unapproved late checkouts will incur an additional charge of $300.

4

Bed

4

Bath

16

Sleeps

$452.9

/ Nightly

Private Vacation Home

Downtown Ashland House - Walk to Plaza and OSF!

Ashland, Oregon, United States

Helman House ~ Old Ashland Charm, Short Walk to the Plazabrbr★HOME OVERVIEW★brOne and a half blocks away from Main St. on a quiet, tree-lined street you’ll find old-Ashland charm in the Helman House. Convenient to the many theaters—including the world-renowned Oregon Shakespeare Festival—boutique shops, award winning wineries, and restaurants Ashland is famous for, The Helman House is a home away from home for visitors eager to experience all Southern Oregon has to offer.brbr★SLEEPING ACCOMMODATIONS★brbrWe can sleep 6 total!brbrFront House Bedroom 1: King Bed, ensuite bathroom with walk in showerbrFront House Bedroom 2: 2 Queen beds. This bedroom is up a narrow staircase and has no door.brFront House Living Room: Queen fold out couchbrThere is another full bathroom with bathtub off of the kitchenbrbr★LIVING AREA★brRelax on our sofa and stream your favorite shows on our Smart TV (Roku). Enjoy access to Netflix, Hulu, Prime Video, and Apple TV by simply entering your password. br‎br★KITCHEN★brThe kitchen is perfect for simple meal prep when you need a night in. You'll find all your basics to get breakfast, lunch or dinner on the table. Enjoy a 2-in-1 coffee maker with both Keurig and drip options.br‎br★BATHROOMS★brThere are 2 full bathrooms total; one newly renovated with a bathtub/ shower combo and the other with a full sized shower. Towels, shampoo, conditioner and body wash are provided.brbr★LAUNDRY ROOM★brThere is a full sized washer and dryer in the bathroom off the kitchenbrbr★PARKING★brThere is 1 off street parking space reserved for you behind the house as well as ample street parking. brbr★FRONTYARD★brEnjoy a cup of coffee on our Adirondack chairs while people watching or a quick bite on our table for 4 on the front porch.brbr★RESTAURANTS & BARS★brThe best of the best on the Ashland Plaza is a 6 minute walk away!brbr★HEATING & AC★brThe house has a central heat and AC. brbrThere are 2 cottages in the back of the property available for rent separately, perfect for a multi-party getaway.brbrFor safety, there is a ring doorbell at the front door. It is active 24/7. Video and sound recording is motion activated. The home is also equipped with a decibel monitoring sensor located inside and outside of the home. It is 100% privacy compliant and is required on this property. Tampering with or disabling the ring doorbell and noise monitoring sensor will immediately cancel the reservation.brbrThere is a pet fee of $150 (up to 2 pets)brbrIMPORTANT REMINDERS:br- You will be asked to sign a rental agreement.br- The minimum age to rent is 21br- No smokingbr- Garden maintenance occurs on Fridays. Our team ensures the garden remains in excellent condition for your enjoyment.brbrPet Policy ReminderbrWe love welcoming well-behaved pets to our property! To help ensure a safe and enjoyable experience for everyone, we kindly ask that all pets be kept on a leash when outdoors and not left unattended in shared areas.brThank you for your understanding and cooperation!brbrbrCancellation Policy: 50% refund up until 60 days prior to arrival. No refund if cancelled within 60 days.brbrEarly Check-In / Late Check-Out Options:br- We may be able to accommodate an early check-in starting at 1:30 PM or a late check-out until 1:30 PM for an additional fee of $120.00, subject to availability and scheduling.br- To help us coordinate with our cleaning and operations teams, requests must be made at least 1 day in advance and are not guaranteed until confirmed by management.br- For guests needing significantly earlier arrivals or later departures, we recommend booking the previous or following night to ensure uninterrupted access to the property.br- Unapproved late checkouts will incur an additional charge of $300.

Bed

Bath

Sleeps

$515.64

/ Nightly

Private Vacation Home

2BR Ashland Retreat: Steps to Shakespeare

Ashland, Oregon, United States

Summary:brbr**Welcome to The Matriarch Heritage House** Located in the HEART of Ashland. Park your car and walk to all you're looking for in your Ashland getaway. Relax in our 2 giant king bedrooms and sprawl out on the regal leather sofa in our generously large living room. Couples, grab your besties and make the most of your Ashland holiday. Everything you need is steps out the front door. Tastefully designed where Victorian get a modern facelift. Your vacation starts here.brbrbrbrThe Space:brbrThis historical home features 2 beds (kings) each with their own en suite private bathrooms. Both bedrooms/bathrooms are upstairs on the second floor. The kitchen, living room, dining room and 1/2 bathroom are located on the 1st floor. This private home shares the property with two other separate units and the large outdoor grounds are considered shared. The other units on property however, do have their own outdoor spaces so interaction with other guests are limited. Please see our other listings Matriarch-Suite 1 and Martiarch Suite 2 if you are interested in hosting a larger gathering.brbrbrbrThe Neighborhood:brbrThe Matriarch is located in the historical Railroad district of downtown Ashland.brbr--6 minute WALK to the doors of Oregon Shakespeare Festival brbr-- 5 minute WALK to over 20 restaurantsbrbr-- 1/2 block to the local food Co-opbrbr-- Local shopping awaits.brbrbrbrGetting Around:brbrWe recommend parking and walking everywhere to take full advantage of your time in Ashland. Parking downtown is limited therefore it's best to just walk!brbrbrbrOther Things to Note:brbrThe Matriarch Hotel also hosts several separate private guest suites on location. You may likely see these guests outside as they visit Ashland.brbrAshland permit: (#18-247)brbrbrbrInteraction with Guests:brbrWe value guests' autonomy but our staff is always available by text, phone or minutes away to serve you.

Bed

Bath

Sleeps

$527.15

/ Nightly

Private Vacation Home

Swank House in Downtown Ashland

Ashland, Oregon, United States

Summary:brbrDip into an Ashland vacation experience unlike any other. Stroll to your morning coffee or evening theater show from our newly renovated Main St home. Indoors, breathe easy with soaring vaulted ceilings and luxuries like the soaking tub and fully equipped kitchen.brbrOutside, spend time with your feet up on the private outdoor patio. Our house is ideal for couples or families seeking extra space and privacy. A Swank House property. (#18-243)brbrbrbrThe Space:brbrExpect beautiful luxuries like the soaking tub, sleek and clean finishes with everything you need: Coffee maker, spacious kitchen counter area, side yard for entertaining, front porch for wine drinking or reading, and two bedrooms with a King + Queen. 100% remodeled and designed by us. brbrbrbrBedroom 1: Beautiful views of the hills, four poster King bed with ample closet space, cozy sitting area to enjoy your morning coffee and private bathroom with tile surround shower.brbrbrbrBedroom 2: Queen size bed with closet space and dresser to store your things. Bathroom features soaking tub, gold hardware, and tile surround shower with rain head.brbrbrbrGuest Access:brbrPark in our carport and walk everywhere!brbrbrbrThe Neighborhood:brbrCoffee shops abound, shopping around the corner and 1/2 block to a grocery store. Everything you need is within walking distance to our house on Main St.brbrbrbrGetting Around:brbrWe suggest walking as you are close to everything!brbrbrbrOther Things to Note:brbrThis house also has a semi-attached additional Airbnb unit. We have done our best to sound proof the one shared wall but you may hear faint sounds of life happening on the other side. This unit is located slightly below grade of the Main St House. There are separate entrances and separate patio areas. You share carport parking and the outdoor grilling area.

Bed

Bath

Sleeps

$407.02

/ Nightly

Private Vacation Home

Callahan's House

Ashland, Oregon, United States

Just a quick walk across the street from your private house to the main lodge, all while still being able to enjoy all the features and amenities the lodge has to offer. brbrThis Callahan House is perfect for large families or friends to gather or even use as a bridal suite.

4

Bed

2

Bath

8

Sleeps

Select Dates for Price

Private Vacation Home

Ashland Townhouse, furnished

Ashland, Oregon, United States

3 bedroom, 2 and 1/2 bath furnished townhouse located 1/2 mile from grocery shopping and the YMCA, 1 mile from Southern Oregon University, and 2 miles from downtown and the Oregon Shakespeare Festival. Quite neighborhood within the East Village HOA. Attached one car garage. Backyard sitting area with grape arbor and pergola. Full kitchen, breakfast bar, and dining room with powder room adjacent. Gas stove top, electric oven, microwave, generous counter tops and cabinets. Air conditioning, forced air gas heating. Walk in closet with each bedroom. Two bathrooms upstairs: One with tub shower, the other with large shower.

Bed

Bath

Sleeps

$375.39

/ Nightly

Private Vacation Home

New Downtown 3 Bedroom Upstairs Flat with views

Ashland, Oregon, United States

This is a beautiful new upstairs 3 bedroom flat with oak hardwoods floors, granite counters, and new appliances. There is a shared laundry room with a washer and dryer. We offer a cozy living room to relax after your busy day with a sleeper sofa, flat screen TV, and air conditioning for those warm days. There is a fully equipped kitchen with stainless appliances, microwave and dishwasher. If you are here on business there is wireless internet and a desk. This wonderful new top level condo style apartment has a quaint open floor plan with sliding doors that lead out onto your own balcony for outside dining overlooking the North Hills of Ashland. The master bedroom has a King bed, attached bathroom and smart TV. Second room has a queen bed with smart tv. The third room has a twin trundle bed and smart tv. This home is located in a prime location just a 5 minute walk to the popular Shakespeare Festival. With tons of boutiques, both local and well-known stores, antiques, parks, galleries, fabulous restaurants whether for happy hour or fine dining, bakeries, local micro brews and pubs, coffee shops... just about everything for an enjoyable visit to Ashland . The house is just blocks away from a convenient health conscious Co-op grocery store for everyday necessities and stocked with local fresh produce. Close to public transit makes this a great place to stay whether for work or fun!

Bed

Bath

Sleeps

$317.78

/ Nightly

Cottage

Ashland's Mountain View Vacation Rental.

Ashland, Oregon, United States

Welcome to Mountain View Cottage Ashland’s newest vacation rental brThe perfect place to stay for your next Ashland get away Completed in April 2021 We are family friendly perfect for four guest with having two king size beds & two full size bathrooms We can host up to six guest though with having a comfy loveseat sofa pull out queen size bed also brWe are home to the Oregon Shakespeare festival, Mt. Ashland ski resort, Cabaret, Lithia park We have many great restaurants & wineries to choose from There is also great shopping, hiking, biking, river rafting, wine tasting & much, much more Ashland has to offer brSo, please come & stay with us in our beautiful new vacation cottage & enjoy this beautiful town of ours br

Bed

Bath

Sleeps

$933.8

/ Nightly

Country House

Historic Dunn Ranch Ashland Oregon. Sleeps 12 to 14 Great for large groups.

Ashland, Oregon, United States

Driving through the front gates you will find this Gorgeous and Stunning, completely refurbished, updated farmhouse originally built in 1860. This home and property have been painstakingly refurbished and decorated over a two year period by the Owners. Situated within a working ranch, take a step back in time, with all of today's modern amenities. Huge area to play and roam about the outside of the home. One of Jackson county's oldest, iconic barns in the distance, on the property, provides a great back drop for photo opportunities! surrounded by beautiful hills and mountains. Inside is spectacular with 5 beautiful bedrooms and 3.5 baths. The Owners purposely kept the old farmhouse feel, while updating every inch of the 4500 square feet. fully updated and functional kitchen as well as a huge game room with a full size pool table as the centerpiece, Foosball table as well! 7 large Flat screen TV's throughout the home. One of the greatest aspects of the home is the big brand new back deck! Large propane fire pit sitting area, new BBQ, new 6 person Hot Tub with lots of additional seating looking out to the old barn in the distance! Just a fantastic space outside to relax and enjoy your time at the Historic Dunn Ranch. Just inside the door from the deck is the TV room! Large 75 wall mounted TV with ample sitting areas to enjoy your favorite shows, or watch the game! We don't think you will want to leave, but if you do the City of Ashland is minutes away. Grocery and shopping is nearby....Maybe take in a show at the Shakespearean Festival, or run up to Mount Ashland, the Mountain lakes and Emigrant Lake are minutes away...So many things to do, you will want to extend your visit. The home could serve as a mini corporate retreat as well. Perfect for a Family Reunion or large group of friends.

5

Bed

3

Bath

14

Sleeps

$281.01

/ Nightly

Bed & Breakfast

Ashland's Premier Eco-B&B: Queen Bed Room with Garden Views (Maitre)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Maitre is a main floor, en-suite Queen bed room with casement windows opening onto views of the garden.

1

Bed

1

Bath

2

Sleeps

$361.71

/ Nightly

Bed & Breakfast

Ashland's Premier Eco-B&B: Queen Bed Suite with Mountain Views (Fleur)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Fleur is an upstairs, en-suite Queen bed, suite style room with a sleeper sofa and views of the Cascades and inn garden.

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3

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$361.71

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Bed & Breakfast

Ashland's Premier Eco-B&B: King Bed Suite with Mountain Views (Aerie)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Aerie is an upstairs, en-suite King bed, suite style room with a sleeper sofa and views of the Cascades and inn garden.

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$361.71

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Bed & Breakfast

Ashland's Premier Eco-B&B: Dog-friendly King Bed Suite with Separate Entrance (Jardin)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Jardin is a dog-friendly, garden level, en-suite King bed suite with sleeper sofa, gas fireplace, and separate entrance.

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3

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$299.89

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Bed & Breakfast

Ashland's Premier Eco-B&B: Dog-friendly Queen Bed Room with Separate Entrance (Rosette)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Rosette is a dog-friendly, garden level, en-suite Queen bedroom with a separate entrance.

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2

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$334.05

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Bed & Breakfast

Ashland's Premier Eco-B&B: Dog-friendly Queen Bed Room with Separate Entrance (Pertelote)

Ashland, Oregon, United States

Loved by guests for more than four decades, The Chanticleer Inn is a boutique B&B housed in a 1920s Craftsman in a quiet neighborhood just four blocks from Oregon Shakespeare Festival. Comfortable but classy, we focus on sustainable practices and offer six en-suite rooms, stunning Cascade views, extensive gardens and pond, plus gourmet breakfasts, ethically sourced. Free parking, wifi, and flat screen TVs. Pertelote is a dog-friendly, garden level, en-suite Queen bedroom with a separate entrance.

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$327.81

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Apartment

Titania - Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland

Ashland, Oregon, United States

Second Spring PropertybrWe are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.brThis luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3 bedroom 2 bath home or split into two connecting one bedroom apartments with kitchens, dining areas and living rooms. You can stay at home and entertain or walk a block to the heart of Ashland's shopping and theatre district to dine in its finest restaurants, bars and cafes, enjoy the best of the arts or take a walk in beautiful Lithia Park. brbrTITANIAbrThis beautiful 900 sq. ft. apartment offers a full state of the art kitchen with stainless steel appliances, granite counter tops, cork floors, an espresso machine, juicer, full eating and cooking utensils, 6 burner stove top and oven, dishwasher and dining area with a table that folds out to seat 6. brbrThe living room will make you feel right at home with books, games, 42 inch flat screen smart t.v, bose sound system leather couches with a fold out queen bed and views of the mountains and downtown Ashland.brbrThe bedroom suite has a full walk in closet, 42 inch flat screen smart T.V., a queen-size bed with organic bamboo sheets, goose down pillows and comforter, ihome radio/music player and a view of downtown. brbrThe bathroom has a rainwater shower/bathtub and granite countertops. We offer shampoo, conditioner, body wash, local lavender oatmeal soap and local organic jojoba and Shea butter lotion.brTitania has a covered porch with a couch to sit and watch the world go by.brbr* We only use non-toxic cleaning products and detergents. br*Down bedding can be replaced with non-down bedding br* The house has a special water filtration system, so the tap water is beautiful brbr** Adjoining properties can become a 3 bedroom 2 bathroom home that sleeps 6. Summer rate is $425 a night with a 2 night minimum and $2,800 a week. The fall/winter/spring rate is $300 a night and 1,800 a week. For more information about the adjoining apartment look at our listing at Second Spring Property - Oberon at VRBO #560782.brbrbr OBERON br(This is a separate listing. Oberon is the adjoining apartment - VRBO #560782.)brThis lovely 550 sq ft apartment will make you feel cozy and right at home with a kitchenette, cork floors, stainless steel appliances, a coffee maker, and full cooking and eating utensils.brAs you wake up in your organic bamboo cotton sheets covered in down pillows and blankets, you look out into the crystal zen flower and vegetable gardens. The bedroom has a walk-in closet, alarm clock and 42 inch smart T.V. brbrThe bathroom has a rainwater shower, granite countertops and tile floors. We offer shampoo, conditioner, body wash, local lavender oatmeal soap and local organic jojoba and Shea butter lotion.brThe living room (which can easily converted into a bedroom) has a queen-size daybed, down comforter and pillows, organic bamboo sheets, a 32 inch flat screen t.v., bose sound system, a dining area to seat 2 and a porch seating area with a view out into the zen gardens, the mountains and downtown Ashland.brbrPA# 13 - 1476

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Vacation Rentals By Owner In Ashland, OR

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