Home Vacation Home Rentals By Owner In Bayfield, WI

Showing 32 Of 32 Vacation Rentals
Slider Thumb
Exceptional(19)

$290.32

/ Nightly
Private Vacation Home

Sunshine House | Historic Bayfield Farmhouse

Bayfield, Wisconsin, United States

Sunshine House is a bright and sunny 2BR historic farmhouse on two wooded acres, just a half-mile from downtown Bayfield. With a full kitchen and bathroom on each floor, it's perfect for a group or an extended family! From mornings on the front porch, to dinners on the picnic table and evenings around the fire pit, this is your home base for happy Lake Superior memories. Explore Bayfield and the Apostle Islands by day, then come home to peace and quiet at Sunshine House.brbrHost InfobrYour host runs Bark Point Ventures, a vacation rental management & concierge company that specializes in properties all along Lake Superior's South Shore. We live nearby and are available whenever needed to assist our guests. Our passion is ensuring guests experience the magic of what we feel is one of the most amazing places in the world.brbrNeighborhood OverviewbrThe Sunshine House is located in a quiet part of Bayfield, on the south side of town, about a short half mile walk or drive from Bayfield's main commercial district with a wide range of shops, restaurants, galleries, and the ferry landing. The home sits on a huge lot that backs up to woods and a small ravine, offering rare privacy in town. brbrProperty DetailsbrThe Sunshine House was built in the early 1900s and maintains much of its original charm, including the cozy front porch! The first floor has a dining room, living room with TV (no cable access but able to be used with your streaming accounts), full kitchen, full bath (with a bathtub/shower combo), and a bedroom with a full bed. The second floor is more of a traditional suite-style layout, with the bed and living area in the front half of the space, and the kitchen and bathroom at the back. There are 2 additional beds in this space (one full size, and a twin trundle bed). Note: THERE IS NO AIR CONDITIONING at Sunshine House, but fans are provided for warmer days.brbrThe front of the house features a lovely covered porch with a swing (you can take in views of the lake from here as well!). The back yard has a picnic table, gas grill, and seating around the in-ground fire pit. You'll especially enjoy the sense of privacy the yard offers, as the back yard backs up to woods and a small ravine, and there are no homes to either side. As an added feature, there's a wonderful fish market just a block away! brbrLocation & Transit InfobrBayfield is a very walkable city, so your best bet is on foot. brbrOff street parking is available in the parking area next to the house (will fit two cars side-by-side). Plenty of street parking is also available, except during Applefest weekend in October. Less than 10 minute drive to Mt. Ashwabay ski hill, Big Top Chautauqua, hiking trails, beaches, and more. brbr As much as we love dogs, canine guests are NOT allowed at this property. We're happy to help you locate a dog-friendly rental should you require one.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(2)

$1069.49

/ Nightly
Private Vacation Home

Spacious Bayfield Retreat Near the Apostle Islands

Bayfield, Wisconsin, United States

Your Bayfield adventure begins at Graceland. Step inside and be greeted by a welcoming atmosphere that instantly puts guests at ease. With 4 bedrooms and a den, this home includes 2 king beds, 1 queen bed, 4 double bunk beds, 1 trundle bed, and 1 sofa bed, leaving plenty of space for everyone to unwind and recharge. This family friendly home boasts spacious gathering and private spaces including an outdoor eating space and 3 private balconies/patios. Whether you're exploring the nearby attractions or simply relaxing in the cozy living area, this house provides the perfect retreat. Enjoy your time in Bayfield in the comfort of Graceland, a house fit for a king.brbrThis house sleeps up to 20 guests comfortably. Extra guest fee ($20/night per person) after 12 people. brbrbrbrTHE LAYOUT: brbr-Main Floor: brbrAs you enter the home, you will find Bedroom 1 and Bedroom 2 (the two main floor bedrooms) to the hallway to your right. Bedroom 1 can be found at the end of this hallway and includes a queen bed and spacious closet, this room sleeps 2 comfortably.brbrBedroom 2 is to the left of Bedroom 1 and includes a king bed, that can be split into two twin beds if needed, as well as a bunk bed with one double bed and one twin bed. This room also includes a private balcony with spectacular views of Lake Superior. This room can comfortably sleep up to 5 people. brbrYou will also find a full bathroom (Bathroom 1) and laundry room with a stackable washer and dryer that you can use during your stay.brbrAs you walk back into the main living area you will see the beautiful open concept kitchen and dining area with all of the amenities you will need to host a large group of friends or family. The kitchen includes a full-sized refrigerator and freezer, electric oven and stove, microwave, dishwasher, Keurig coffee maker and plenty of kitchen utensils to cook your meals. This large kitchen includes an island with seating for four, and the dining area includes a large farmhouse kitchen table with seating for up to ten. brbrRight off the dining room, you will find a large outdoor deck with spectacular views of Lake Superior and a patio table and chairs to seat up to four people. brbrThe spacious and bright main living area includes a Television with a DVD player, gas powered fireplace and seating for up to 10 comfortably. This main living space also boasts some incredible views of Lake Superior through the large glass windows. brbr-Upper LevelbrbrAs you continue to the upstairs loft area, you will find the views only get better! As you reach the top of the stairs into the loft and Bedroom 3, you will find the main bathroom to your left. This spacious bathroom includes a shower and jacuzzi tub. Perfect for relaxing after a day of adventures!brbrBedroom 3 includes a king-sized bed and a trundle bed with two twin mattresses. Off of bedroom 3 you will find the office/den which includes two double bunk beds and a private outdoor balcony. The loft/bedroom 3 and office/den sleep up to 12 comfortably. brbr-Lower LevelbrbrTo access bedroom 4 which is located on the lower level of the home you will return to the main floor hallway near the entrance of the home. You will open the first door in that hallway (on the left) to locate bedroom number 4. Bedroom 4 is a suite, with a private patio, full private bathroom, bunk beds with one double mattress and one twin mattress and a sofa bed. This suite also includes a private patio area with private access through the sliding glass doors. Bedroom 4 can sleep up to 5 people comfortably. brbrWhile you are staying at Graceland in Bayfield, take advantage of everything this little town has to offer. Be sure to stroll downtown to check out all of the lovely shops, restaurants, and bars. Take a drive to the fruit loop and visit the orchards and wineries. Take a trip over to Madeline Island via the ferry and take a bike ride down to Big Bay State Park. Book a kayaking tour or a sailing adventure! However you decide to spend your time in Bayfield, we hope that you enjoy your stay!brbrbrbr**Please note that this home has a private apartment located in the basement with private entry that is separate from the main house. This apartment will be occupied by a long-term tenant. This apartment is off limits to guests renting the main house and will be locked and not accessible from the main house. Please also be mindful of your downstairs neighbor. Our tenant will also be regularly utilizing the garage. This tenant does not have access to the main house. This individual will be present on the property year-round.  brbrPer Bayfield City Code §268-9(C)(1):  Rentals must be to the same one renter per seven-consecutive-day period.
Bed 4

Bed

Bath 3

Bath

Sleep 20

Sleeps

Slider Thumb
Exceptional(113)

$634.33

/ Nightly
Private Vacation Home

Lake Shore Home with private dock and large deck--1 mile from Bayfield

Bayfield, Wisconsin, United States

Welcome to Bay Top Lake House in Bayfield Wisconsin, a fun and relaxing 3,200 sq ft vacation home rental located approximately 1 mile North of beautiful Bayfield with over 300 ft of shoreline, large deck on the scenic shores of Lake Superior. Life is good when you stay at Bay Top Lake House!brbrWhen you walk into this vast vacation home you will first be taken away when you see a large octagon shaped main living room area with amazing views of Lake Superior, a large stone fireplace, piano area, and comfortable chairs to just sit and look at the lake. Just off the main living room area you will be welcomed to both the spacious kitchen and dining room area or you can walk out on the 1,200 sq ft deck to catch the sunrises and to relax.brbrThis well cared for vacation home consists of a first floor master suite with king bed featuring views of Lake Superior and the Apostle Islands and en-suite bathroom. A large walk in closet completes the master bedroom. There is a 2nd bedroom with a queen bed with lake views located on the bottom floor walk out basement area of the home. A second bathroom with a tile shower is located just outside the 2nd bedroom. A third sleeping area with 2 twin beds also enjoys views of Lake Superior.brbrThe 2nd level walk out basement area is an entertainers dream as it also has views of Lake Superior. Enjoy time sitting in front of a 2nd large brick fireplace or in the pool hall playing piano or a game of pool. The 2nd level also hosts an additional kitchen plus a separate TV room and a pull out couch.brbrWander the 3+ acre parcel of land and enjoy the natural beauty of the lake, hardwood and evergreen trees and occasional sightings of Bayfield area wildlife. Enjoy a peaceful Lake Superior getaway only minutes from the attractions, shops and restaurants in downtown Bayfield, WI.brbrWinter stays will require a 4 wheel drive vehicle as our driveway has an incline and snow isn't removed daily.brbrSecurity Cameras In Use:brSimilar to most vacation rentals, we have security cameras on the property. One is located at the corner of the home facing the driveway. In addition, we have a Ring Doorbell located at the front door and one at the back door on the basement level facing the lake.brbrShort Term Rental Agreement:brAll guests must sign a short term rental agreement which will be prepared after obtaining the following information from the guest upon booking: 1. Legal Name 2. Address 3. Cell phone 4. Email address (it will be sent for electronic signature via DocuSign) 5. Name of all guests
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(56)

$1390.67

/ Nightly
Private Vacation Home

Luxurious Lake Superior Estate with Outdoor Hot Tub

Bayfield, Wisconsin, United States

This luxurious Lake Superior retreat is the perfect base for enjoying all there is to do in beautiful Bayfield and a perfect launching point for exploring the Apostle Islands! Every detail of this home and grounds has been carefully designed to take advantage of sweeping views of Lake Superior and the Apostle Islands. brbrFor larger groups, the adjacent guest house which sleeps 6 can be made available upon request. Please inquire for rates.brbrFeatured in Landscape Magazine for One of a Kind Landscape Design in the 5 Great Lakes Region, the property boasts a lakeside grotto reclaimed from the historic brownstone quarries of the 1880's.brbr*Each of the 4 bedrooms has its own en suite bathroom and Lake Superior views.br*Four bedrooms walk out directly onto the lakeside decks. br* Kids love the bunk room directly off the lower level family room, with its two hand-hewn log bunk beds and futon- it's like being at camp (but with high end mattresses and bedding). br*Two spacious living areas, each complete with cozy fireplaces, allow room for everyone to stretch out and find space to visit, read, play games, watch movies, or nap by a roaring fire.br*A fully equipped open plan kitchen allows you to cook while staying connected to friends and family in the main level family room. br*Take a soak in the outdoor hot tub, enjoy your morning coffee or an evening stroll with a glass of wine through professionally designed gardens, ponds, and bridges throughout the 8-acre estate, or relax on the huge deck with beautiful views of Lake Superior and the Apostle Islands.br*Fast 1 GB symmetrical service WiFi allows you to work remotely (if you must). br*Two outdoor grills and table seating for 12 make outdoor dining for your group a breeze. br*Two firepits overlooking the lake.brbrOne of our favorite things to do is roast s’mores by a lakeside bonfire at the grotto. The shoreline is rocky and perfect for watching the crashing waves, but not suitable for swimming. However there is a great beach just a few miles down the road. brbrA local caretaker is available to answer any questions you have about the property, or provide recommendations for local attractions. Bayfield is known for a variety of outdoor activities and water sports as well as orchards, berry farms, wineries, and outdoor theater. We’ve compiled an extensive list of recommendations for things to do in the area and would be happy to help you plan your activities. brbrbr
Bed 4

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(16)

$432.24

/ Nightly
Private Vacation Home

Apostle Pines #4 @ Apostle Highlands Golf Course

Bayfield, Wisconsin, United States

Fore! Enjoy your vacation on the 10th tee with gorgeous, panoramic views from the top of Apostle Highlands Golf Course. The open layout features two king bedrooms, two private bathrooms (one full and one 3/4 bath), and a full kitchen with all the basic cooking equipment and standard drip coffee maker. Keurig also on site for guests to bring their own k-cups. There is a gas grill with propane provided. The screened-in porch and deck overlook Lake Superior and the Apostle Islands. Cozy up around the stone gas fireplace during the Winter or enjoy 18 holes on the course if visiting in the warmer months. Linens, towels and basic toiletries provided. Beach towels NOT included. Internet is provided and unit is equipped with Smart TVs to log into personal streaming services, no cable. brbrSleeps 4. Extra guest fee ($25/night per person) after 2 people.brbr*Winter guests require 4WD vehicle to access property*brbr*No pets permitted, no exceptions*br1. GENERAL REQUIREMENTS: brAll guests (and any visitors) must comply with all house rules and any other instructions from the property manager (Windseeker Rentals) during their stay. Guests must notify the property manager of any disputes or complaints from neighbors as soon as reasonably practicable. brbr2. NOISE AND THE NEIGHBORHOOD: brThe vacation rental is suitable for children. Guests are always fully responsible for the safety and security of their children, as well as any disturbance caused to other residents on the property and in the Neighborhood. Quiet hours are 10pm – 8am. Excessive noise is prohibited at all times and may result in termination of the vacation rental agreement, eviction, and/or loss of rental paid. brbr3. VISITORS: brGuests are allowed a maximum of 4 day time visitors during their stay. Guests are responsible for ensuring maximum visitor numbers are not exceed; and that visitors comply with these house rules. Any additional overnight visitors MUST be approved in ADVANCE during the booking process and are subject to an additional fee as noted in the price. brbr4. FUNCTIONS: brParties and large gatherings of any kind are strictly prohibited at the vacation rental; and any small gathering must comply with other rules set regarding the Noise, the Neighborhood and Visitor numbers.brbr5. PARKING:brParking arrangements at the vacation rental are as follows: Guests and visitors shall park in parking lot between Golf Course Club House and The Pines Condos. There is a driveway next to the condos that guests may back into for loading/unloading ONLY. You may use the carts provided. brbr6. GARBAGE AND RECYCLING: brGarbage and recycling may be left in the unit for housekeeping to remove after your stay. If the recaptacles are overflowing in the unit please bring garbage to dumpster behind the golf maintenance shed just beyond the parking lot. At no time will trash be allowed to be placed outside of proper receptacles. There are many wild animals in our area we do not want to attract. brbr7. SECURITY: brDoors are to remain locked at all times when not present in unit. Guests must switch off lights, adjust air conditioning, fans, turn off electronics such as televisions when not in use to promote energy saving. It is not permitted to leave the air conditioning on high when Guests are absent from the Vacation Rental. brbr8. BALCONY AND/OR DECK AREAS:brGuests must supervise any babies and children at all times when using the Deck and/or Balcony areas. Do not move the deck furniture or scrape against decking. brbr9. SMOKING: brSmoking, burning or incense or burning of candles IS NOT PERMITTED AT ANY TIME either inside of outside any of our rental units. If guests are found to be smoking in or around the unit, a minimum of $300 in damages shall be automatically charged to guests credit card on file. brbr10. PETS: brApostle Pines #4 does NOT allow pets. If guests are found to have unauthorized pets in the unit, a minimum of $250 in damages will automatically be charged to guests credit card on file. brbr11. BARBEQUE/GRILL: brThere is a propane grill on site. Grills must be cleaned after guest use. Failure to do so will result in a $25 fee. Please notify staff when propane is getting low or empty. Propane shall be turned OFF after use. Covers shall be placed back on grills AFTER they have cooled. brbr12. RECREATIONAL VEHICLES: brAre not allowed at this rental. brbr13. DAMAGES AND BREAKAGES: brAll damages and breakages must be reported to Windseeker Rentals as soon as reasonably practical. Failure to report them will result in deduction from damage deposit. To avoid damages and breakages, no furniture is to be moved from on room to another without prior agreement. No bathroom towels, linens, robes, etc. are to be removed from the property. Bathroom towels ARE NOT to be used for beach use or for kitchen use. brbr14. COMPLIANCE: brBreach of any of these House Rules is a breach of the Terms and Conditions of occupancy as per the Rental Agreement. The Owner and Property Manager reserve the right to terminate permission to occupy and to evict from the vacation rental, any guests or visitors who refuse to follow these rules or who cause a nuisance to neighbors or other residents of the commuity.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(11)

$967.72

/ Nightly
Private Vacation Home

Hale House, Customizable Historic Gem in downtown Bayfield

Bayfield, Wisconsin, United States

A Centrally Located, Fully Restored Historic Bayfield GembrbrHale House Bayfield is a customizable home to provide the Northern Wisconsin getaway of your dreams. It’s the perfect home base for your family ski trip, a weekend of exploring with your girlfriends or a small and sweet elopement. Complete with everything you need to make life-long Bayfield memories. This home is wine and records by the fire in winter; easy, breezy lake life with Superior sailboat views in the Summer.brbrEqual parts charming and grand, the Hale House offers intimate spaces for couples as well as spacious gathering areas for larger groups.brbrTHE LAYOUTbrPlease read carefully to better understand the property layout and what is included with your booking. Bookings with more than 6 people may choose what add-on space(s) would be best for your group which we'll confirm with you upon booking.brbrORIGINAL HALE HOUSE (For groups 6 people or less):brThe original bones of the Hale House, you'll enter into the Mud Room with room for coats and belongings. From there you walk into a large Kitchen with plenty of pantry storage for your food and large center island. Access to the backyard is off the kitchen for convenient outdoor dining on the backyard patio (complete with table seating for up to 16, gas grill, lounge seating around a gas fire-pit and room for yard games). A half bathroom and stackable Laundry round-out the Kitchen area. brTravel through the wet bar (with beverage fridge and ample barware) to the formal dining room with table for 8+ and bistro seating overlooking the stunning original bay windows. brFrom there, enter the spacious Living Room with ample seating, stunning staircase, window seat overlooking the lake, access to the front wrap-around porch, and charming gas fireplace with record player to add a little ambiance to your evenings. brWalk up the staircase to a second level offering 3 bedrooms (each with their own lake-facing balcony!) which surround a full bathroom. An Office/Study area to make working remotely a little more comfortable along with a coffee bar for a convenient morning cup on the balcony complete the original Hale House.brbr*3 private bedrooms (2 king, 1 queen) each with a lake-facing balconybr*1.5 bathsbr*Full entertaining kitchen, bar and formal dining roombr*Lakeside living room and porch br*Streaming TV and DVD player with movie collectionbr*Work space/desk areabr*Stack laundrybr*WIFIbr*ACbrbrOUTDOOR SPACES:brIn the backyard, enjoy the intimate patio area complete with comfy lounge seating surrounding a gas fire pit while grilling dinner for your group, or hosting your intimate ceremony from our gorgeous lawn. -OR- Move to the front lawn to roast smores and tell tall tales around a smokeless fire pit with brownstone benches overlooking the Bayfield city lights and marina. brWraparound porch includes swinging bench and chair seating. There are three private bedroom Juliette balconies with a seating to sip your morning coffee and take in the beautiful sunrise.brbr*Patio dining available for up to 16 in backyardbr*Lounge area to seat 8+ with gas fire pit on private patiobr*Lawn space for games (bag toss provided)br*Smokeless fire pit with brownstone benches overlooking the lake and Bayfield's marina in front yardbr*Lake-facing wrap-around porch and 3 balconies with seatingbrbrbr**FOR GROUPS WITH 7-10 PEOPLE, CHOOSE ONE OF THE FOLLOWING ADD-ON SPACES TO SUIT YOUR NEEDS.br**FOR GROUPS WITH 11-16 PEOPLE, YOUR RESERVATION COMES WITH ACCESS TO THE ENTIRE PROPERTY AND BOTH OF THE FOLLOWING ADD-ON SPACES!brbrSUPERIOR SUITE ADD-ON:brAccess this lovely suite from the second level of the Main House (via the Study). Upon entering, you will be greeted with a cozy lounge area complete with streaming TV and electric fireplace. You’ll find a large bathroom featuring two individual vanities and a private shower/bathroom. Walk through a laundry and changing space to the far end of the room where you’ll find two king beds and large windows overlooking the lake.brbr*2 King Bedsbr*Double Vanity Bathroom with private shower/toiletbr*Lounge Seating with electric fireplace and streaming TVbr*Full-size laundry and private changing areabrbrATTIC BUNK ROOM ADD-ON:brAccess this charming bunk room from a staircase in the Study. As you reach the top of the staircase, you will find an open game room with books, games and a project table overlooking backyard patio. Tucked into a dormer space, kids can cuddle-up with a collection of pillows and blankets to enjoy a good book or watch a movie on the small streaming TV. (This space also serves as a great spot for an air mattress, if needed.) Bedroom area features 4 twin sleeping bunks with reading light, closable privacy curtain and convenient drawer storage below for all of your things! Area is equipped with a small 3/4 bathroom with private shower/toilet area for maximum convenience.brbr*4 Twin Beds - bunk style with privacy curtains, reading lights and drawer storagebr*3/4 Bathroombr*Game area and tablebr*Cozy reading/movie roombr*Great views of Bayfield's marinabr*Private balcony overlooking backyard patio with staircase to ground level (emergency egress)brbrbrSleeps up to 16 (**beds only for 14 guests so guest would need to provide their own sleeper mattress for guests 15-16)brbrGuest accessbrAlthough the home is rented to only one party at a time, the Hale House is divided into three parts and customizable to your needs! Groups of 6 or fewer have access to the original bones of the Hale House as well as the exterior spaces (3 beds/1.5 baths). Groups of 7-10 people may select one add-on space of their choice - either the Superior Suite or the Attic Bunk Room. Groups of 11-16 have access to the entire property and all three areas of the home. Please see the full description in the Your Property section. We will confirm your space needs upon booking!brbrOther things to notebr*We are a short walk to downtown Bayfield and the Apostle Islands ferry lines.br*For past guest reviews, see our Instagram page @HaleHouseBayfield
Bed 5

Bed

Bath 3

Bath

Sleep 16

Sleeps

Slider Thumb

$791.8

/ Nightly
Private Vacation Home

Secluded Hideaway with Private Dock!

Bayfield, Wisconsin, United States

Welcome to Whispering Pines on Lake Superior, our family's chosen name for this paradise on the lake!brbrYou'll experience true relaxation in this gorgeous contemporary featuring 4+ acres of wooded privacy, 393 feet of Lake Superior shoreline, and a huge 60' x 60' L-shaped dock! Spend hours of uninterrupted time on one of three benches situated at various points along the bluff, all providing stunning views of the lake and at least five of the Apostle Islands. Or hike down the 76 steps to the water level and soak in the sun on our dock.brbrThe home is a spectacular four bedroom, four full bath contemporary with Scandinavian styling, and was formerly operated as a Bed & Breakfast. The huge open family room and dining area boasts an 18-foot high custom ceiling beam, a massive glass wall overlooking the lake, maple floors, skylights, and a loft floored with Wisconsin knotty pine. Spiral staircases are the finishing touch that make this home a one-of-a-kind architectural masterpiece.brbrThe main kitchen is well-equipped, with a new refrigerator and microwave, a gas island range, dishwasher, both Keurig and standard coffee makers, and endless cabinets!brbrAll four bedrooms have amazing lake views, and each bedroom has its own full bathroom with shower. The fourth bedroom is a large suite with its own full kitchenette, living area, and loft bedroom - perfect for grandparents who want a little added privacy! The suite also has a murphy bed on the ground floor.brbrStep outside and you're surrounded by old-growth forest and wildlife. Bald eagles nest nearby, and the deer and songbirds are plentiful. The property has even been visited by an occasional bear and bobcat! The large deck includes a gas grill and generous 8-seat table overlooking the big lake and Basswood Island.brbrWithin ten short minutes, you're in the center of Bayfield, a town honored by national publications for its restaurants, marina, shopping, entertainment, and overall charm. Go on a glass-bottom boat tour and visit nearby shipwrecks, visit the sea caves by kayak, take the ferry to Madeline Island, or experience one of Bayfield's many events such as the famous Apple Festival in October. You won't run out of fun things to do!brbrNote: Whispering Pines is suitable for children aged 10 and up. Sorry, but we are unable to accommodate pets.
Bed 4

Bed

Bath 4

Bath

Sleep 9

Sleeps