Home Vacation Rentals By Owner In Sherwood, OR

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Exceptional(7)

$712.17

/ Nightly
Private Vacation Home

Luxury Wine Retreat • Spa Sunroom • Walk Downtown

Sherwood, Oregon, United States

Sherwood Retreat | Elevated Wine Country LivingbrbrWelcome to Sherwood Retreat — a beautiful luxury home just one block from downtown Sherwood. Walk to cafés, tasting rooms, breweries, and parks, then return to your private wine-country oasis featuring a light-filled sunroom with a spa-style hot tub framed by expansive windows.brbrDesigned for groups, families, and wine lovers who want comfort, style, and unbeatable walkability.brbrWhy Guests Love ItbrGlass-Enclosed Sunroom Hot Tub – Soak year-round in a bright, window-lined retreatbrBackyard Fire Pit – Perfect for evenings under the starsbrFull Game Room – Arcade games, foosball, air hockey & Nintendo SwitchbrCozy Media Lounge + Fireplace – Movie nights made easybrChef’s Kitchen – Ideal for hosting dinners & wine tastingsbrPet-Friendly + Fenced Yard – Travel easily with dogsbrbrSleeps 12 ComfortablybrThoughtfully designed for privacy and group comfort:br• 2 King Bedrooms – spacious primary retreatsbr• 2 Queen Bedrooms – each with two queen bedsbr• Bunk Room – full-over-full bunk (perfect for kids & teens)br• 3 Full Bathrooms – plush towels + essentials providedbrbrEntertainment for All Agesbr• Large living room with sectional & Smart TVbr• Dedicated game room with multiple arcade optionsbr• Separate media lounge with fireplacebr• Board games + puzzles for relaxed afternoonsbr• High-speed WiFi throughoutbrbrGather, Cook & CelebratebrOpen-concept layout perfect for connection:br• Fully stocked chef’s kitchen with stainless appliancesbr• Large island for prep, appetizers & conversationbr• Keurig + drip coffee makerbr• Wine glasses & bar tools for tasting nightsbr• Seamless flow between kitchen, dining & living areasbrbrIndoor–Outdoor LivingbrThe highlight of the home: a sunroom lined with windows, creating a bright spa atmosphere around the hot tub — rain or shine.br• Window-filled sunroom with hot tub & lounge seatingbr• Deck with dining furniture + grillbr• Fire pit for cozy eveningsbr• Private fenced yardbr• EV charger in garage (bring your own cable)brbrPrime Wine Country Locationbr1 block to downtown Sherwood shops & tasting roomsbrMinutes to Willamette Valley wineriesbrEasy drive to Newberg, Dundee & PortlandbrQuiet, charming neighborhoodbrbrThe Perfect Wine Country Home BasebrSpend your days exploring vineyards and your evenings soaking in the sunroom spa, gathering around the fire pit, or enjoying dinner with friends.brSherwood Retreat blends luxury, location, and entertainment — all within walking distance of downtown.brbrBook your wine country escape today.
Bed 5

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Bath 3

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Sleep 12

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Exceptional(6)

$508.48

/ Nightly
Private Vacation Home

Modern home w/Hot Tub! In small town Sherwood with AC, WiFi, & near wine country

Sherwood, Oregon, United States

About this spacebrEnjoy a stylish experience at this centrally-located home near old town Sherwood and wine country.brLocated 10 minutes off 15 freeway. Stores for any of your needs are right in town!brThis space is to Unwind and Enjoy a stylish experience at this centrally-located home near old town Sherwood and wine country. Located 10 minutes off I5 freeway. Stores for any of your needs are right in town! In Sherwood at this marvelous house with 3 queen bed offers a cozy retreat with 3 bathrooms, a bidet, hair dryer, and shower. Enjoy the convenience of AC, a washer/dryer, hair dryer, WiFi, heating, and an iron during your stay. Guests will surely have a brilliant time in Sherwood at our lovely house.brThis home is located on a quiet dead end street, backed up to an open green field. You will be within walking distance to restaurants, bars, coffee shops, and shopping.brThe bedrooms are comfortably furnished with beautiful crisp new linens, pillows, and bed coverings. This modern, small town home is perfect to stretch out on your trip or relax in the hot tub.brPet friendly(with small fee), including a fenced yard, the house is remodeled and sits on a large lot that's backed up to an open green field, only a one minute walk to the antique shops, coffee shops, dessert shops, wine bars, Whiskey room, and restaurants of downtown Sherwood.brMultiple outside seating areas with a fire pit.brThis space is Cozy with modern touches, the Modern Fox gives you all the space you could need.brWe love animals! but please be aware you must enter your pet into the system (below guests count) to ensure and lock in your ability to bring a pet. This will make sure the price is accurate to reflect the one time pet fee. If you bring a pet but don't pay the pet fee by entering the pet into the system the door camera/doorbell on front and back system the door camera/doorbell on front and back door (to not ever be obstructed at any time ) will be our confirmation that you agree to the terms and will be charged the pet fee. The back door ring camera also faces the pool/hot tub area.brOur Home comes equipped with just about everything you need to cook right at home and not need to go out to eat. Plates, cups, pots, pans,toaster, microwave, oven, crock pot, air fryer, Treager outside, blender etc. nearly all your cooking needs can be found in our kitchen!brGuest access Secure access to enter our home with keypad.brOther things to notebr- Washer and Dryer available with Detergents available.br- Pets allowed downstairs only.brAvailable upon request:br1. Children's dinnerwarebr2. Baby Crib or play penbr3. Baby Seatbr4. Insta potbr5. Dog cratebrbrbrOther things to notebrFIRM CANCELLATION POLICYbr-To receive a full refund, guests must cancel at least 30 days before check-in. Guests can also get a full refund within 48 hours of booking if the cancellation occurs at least 14 days before check-in.brIf quests cancel between 7 and 30 days before check-in, guests pay 50% for all nights. If quests cancel less than 7 days before check-in there in no refund.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(17)

$717.75

/ Nightly
Private Vacation Home

Wine Region Country Home

Sherwood, Oregon, United States

Our home is located just outside of Wilsonville city limits, 5 minutes from freeway access. Wine country and equestrian centers are minutes away or you can be in downtown Portland in roughly 20 minutes.brbrWe have 3 bedrooms and a bonus room. Main bedroom has a King size bed, 2nd bedroom has a queen and the 3rd has a full bed. The bonus room has a very comfortable couch or blow up queen sized mattress.brbrThe home has a large open kitchen/family room that opens up to a large 2 tiered deck that has a wooded view. Plenty of seating and BBQ's. We have a pellet smoker, ceramic egg that burns charcoal and a charcoal pizza oven. The lower tier has a hot tub that fits 8 people. brbrThe home is equipped with smart TV's in every bedroom, bonus room and living room. The living room has recently been upgraded with a 65 OLED television. The bonus room has a new 85br OLED TV. This technology provides the best picture available. The home has speakers wired into almost every room that is controlled by the main stereo system in the family room. Subwoofer included. It sounds amazing at low volumes and at high volumes it will rattle the windows. Don't worry about neighbors, they won't hear a thing.brbrEven though the house is close to town it feels like you are in the middle of nowhere. Every window looks out to a beautiful old growth forest which is a nature preserve. It is situated on a 1 acre lot in an area where other homes are required to be on 5 acre parcels. There is a lot of space and trees for privacy. There is a large side yard that is roughly 100 ft long and 30 ft wide.brbrThe kitchen is fully equipped. We live in this home about 6 months out of the year so you will find the pantry, spice cabinet and cupboards fully stocked with almost anything you need to cook a gourmet meal.brbr
Bed 3

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Bath 2

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Sleep 8

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Exceptional(19)

$98.33

/ Nightly
Mobile Home

Charming Winery Getaway ~ Comfy and Cozy

Sherwood, Oregon, United States

When guests aren’t exploring local wineries or hiking waterfalls, they’re unwinding; lounging at the picnic table, strolling with their pup, or cozying up with a book from our unique library. This bright and stylish tiny space has it all: two comfy beds, a refreshing open-air shower, generous counter space for work or dining, a fully stocked kitchen, a large BBQ, and a pet care kit. Craving downtime in the fresh air You’ve found the perfect getaway!brbrWelcome to the Wine Wagon - Nestled on the edge of a quiet forest, not far from Hiway 99, next to a gravel driveway, this tiny home has easy access to everywhere you`ll need to go. br brOur tiny house with a big personality and a love letter to both wine and whimsy. Every corner here has a story: a chandelier dripping with wine glasses (because why not), towels tucked into a wine rack, and yellow pops of cheer sprinkled throughout. The space sleeps 3 comfortably, with a queen + twin bunk perfect for kids, friends, or anyone who likes their own nook. br brClever design makes this tiny retreat mighty: a fold-down bathroom counter, secret phone shelf, under-bed luggage storage, and yes, our famous cedar loo (eco-friendly, quirky, and we’ll happily explain how it works). Step outside for the true showstopper—an outdoor shower with cedar walls and forest views that turns into a steam shower in colder months. br brBack inside, you’ll find all the comforts: a stocked kitchen (yes, real creamer, no sad powder), slippers at the door, a ‘just in case’ jar of essentials, and a WiFi hotspot phone so you can stay connected…or not. br brBest of all We’re just 15 minutes from a dozen local wineries—sip, swirl, and toast, then return to your forest hideout. br brThe Wine Wagon isn’t just a stay—it’s a story waiting to be told.brbrHuman neighbors are friendly, but enjoy the privacy that country life ensures. The numerous animal neighbors are furry, or feathered, and some are approachable; but most are pretty shy. (deer, raccoon, quail, squirrels, skunk, etc...)brbrLooking for a stress free ride Uber, Lyft, and Enterprise Rent A Car all provide easy and convenient service for My Tiny Wine Wagon.brbrPlease, please, do read the Helpful House Handbook. Tiny Houses are unique and your comfort will be GREATLY enhanced if you`re familiar with the features. br brPet and Animal Policy: brFor a harmonious coexistence in our cozy space, we kindly ask you to consider these simple guidelines to make the most of your pet-friendly stay: br1. To ensure everyone`s safety, all animals must remain leashed when outside. br2. We have a bit of a no-pets-on-the-furniture policy. That includes beds and lofts too! br3. Our general limit is two pets per stay, unless we`ve chatted and made special arrangements. br4. Cat lovers, bring your own litter box along for your feline friends. br5. We`ve got you covered with pet waste bags—please use them for clean-ups, every single time. br6. We`re all about quality time together, so no leaving furry friends solo in the homes. Even in a crate. br7. Oopsie moments happen! If they do, there are handy cleaning supplies under the sink. br8. A little daily sweep will do wonders, and is required, to keep fur from taking over. br9. The main driveway is available for walking your pet. Please be mindful of our neighbor’s desire for privacy and avoid their lawns, personal driveways, and private forest. br10. To keep things fair and square, we now require an add on to your reservation: a fully refundable $150 security deposit, due 14 days before your stay, and processed via the AirBnB Resolution Center. It`s all about trust. If we all play by the rules, your deposit will be returned to you. However, after any rule-bending (including extra laundry, cleaning, or upholstery work), it`s not gonna’ come back to you. Plus, intentional rule breakers might face extra fees. Let`s keep things snazzy! br br brCedar Loo Toilet Details: brWe want you to love your stay, and that means making sure you’re comfortable with our eco-friendly, flushless Cedar Loo style toilet. It’s simple to use and saves thousands of gallons of water each year. But let’s be real—if you’re expecting a traditional flush toilet, this might not be the right rental for you. br brHow it works Sit, do your business, toss in a handful of cedar chips, and close the lid. Once a day (or as needed), simply lift out the bag, tie it shut, and place it in the designated outdoor bin. A fresh bag will be ready to go—no extra setup needed! br brIf the idea of this type toilet makes you uneasy, we totally understand! We’d rather you book a place that meets your expectations than be surprised upon arrival.brGuests must review and reply to our Welcome Message incl intake questions ~ No SMOKING indoors or out ~ Guest’s visitors must be approved prior to their arrival ~ Pet and animal owners must review & agree to pet policy & $150 add on refundable security deposit (processed via AirBnB Resolution Center) ~ Government ID SELFIES may be required for guests ~ No 3rd Party Bookings ~ Responsible use of cedar loo toilet per instructions provided
Bath 1

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Sleep 3

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