Vacation rentals in Oxford

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Oxford

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Superhost

A clean, modern bathroom is showcased, featuring light wood paneling. A small sink with a mirror above is situated beside a toilet. Fresh towels are neatly hung on a rack, and a door leads to a private shower area, enhancing convenience.

Guest suite in Ansonia

4.73 out of 5 average rating, 494 reviews

Private Inn

Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

Top guest favorite

A covered outdoor seating area features a combination of woven chairs and a sofa arranged around a stone floor. Soft lighting is provided by string lights overhead, while rustic wooden beams and walls create a warm, inviting backdrop.

Guesthouse in Southbury

4.93 out of 5 average rating, 322 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Top guest favorite

Apartment in Southbury

5 out of 5 average rating, 22 reviews

New Apartment Centrally Located in Southbury

Keep it simple at this peaceful and centrally-located apartment. Recently renovated with all the essential amenities to make your stay just like home. Wi-Fi, washer, dryer, cooktop, fridge, oven, microwave, toaster, smart TV and Keurig are ready to make your stay pleasant. An outdoor porch is available for dining in warmer months. It includes one new queen bed plus sofa bed for one adult or two kids. Located just minutes from shopping and dining in downtown Southbury with easy access to 84

Guest favorite

The bathroom features warm orange walls and a tiled floor. A white toilet is positioned against one wall, with a mounted toilet paper holder nearby. Two dark wooden shelves are installed above a sleek countertop, providing space for toiletries or storage.

Guest suite in Watertown

4.91 out of 5 average rating, 195 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Top guest favorite

The spacious studio suite features a queen-sized bed, wooden flooring, and a dining area with a small table and chairs. A Smart TV is mounted on the wall opposite a well-lit kitchenette, which includes a small fridge and microwave. Soft lighting enhances the relaxed ambiance.

Guest suite in Cheshire

4.93 out of 5 average rating, 142 reviews

Cozy & Private Studio Suite

Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

Top guest favorite

A newly renovated barn features a dark exterior with large windows on both levels. A gravel patio area is surrounded by low shrubs, providing a space with a table and chairs for outdoor dining. Lush green trees frame the serene setting.

Barn in Roxbury

5 out of 5 average rating, 44 reviews

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Top guest favorite

Home in Oxford

4.96 out of 5 average rating, 45 reviews

Lakefront Oasis - Getaway to this Oxford Treasure!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

Guest favorite

A Keurig coffee maker sits on a kitchen countertop next to a clear electric kettle. A variety of coffee pods is displayed on a carousel nearby. A large white cup rests on the base of the Keurig, while cream and sugar options are placed in a small dish.

Cottage in Seymour

4.93 out of 5 average rating, 56 reviews

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

Guest favorite

A rustic game room features wooden walls with a rich texture, complemented by a pool table at the center. A long table lined with benches offers seating, while various artworks are displayed on the walls. Soft lighting adds to the inviting ambiance.

Apartment in Brookfield

4.92 out of 5 average rating, 281 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest favorite

A rustic stone building features large windows and a welcoming porch area with seating. Bright flowers and greenery surround the entrance, while a large umbrella provides shade over the outdoor seating. The building's design harmonizes with the natural surroundings.

Cabin in Newtown

4.89 out of 5 average rating, 117 reviews

Sticks and Stones Farm - The Solar Cabin

Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Top guest favorite

A small outdoor patio area features a round glass table surrounded by two black wicker chairs. The space overlooks a grassy area with lush trees in the background, creating a serene environment for outdoor relaxation.

Home in Southbury

4.99 out of 5 average rating, 121 reviews

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working (in progress) farm bordered by 155 acres of protected land trust with marked hiking trails. Southford Falls and Kettletown State Park are within minutes for fishing, picnicking, and hiking. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

Top guest favorite

A lush garden space is surrounded by vibrant greenery and flowering plants. A brick patio features a red umbrella over a small table and chairs, providing a shaded area for relaxation. Decorative planters enhance the tranquil setting, inviting guests to enjoy the outdoors.

Guest suite in Wallingford

5 out of 5 average rating, 591 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station.

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Popular amenities for Oxford vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Oxford

A metal chair sits on a stone patio by the riverbank, surrounded by lush greenery. The calm water of the Pomperaug River flows gently nearby, creating a serene backdrop for relaxation.

Cabin in Southbury

4.75 out of 5 average rating, 214 reviews

River Stone Hollow

AnitaRating, 5 stars2 weeks ago

This was my first time booking with AirBnB and it was a great experience. Kara's directions were on point and location was a very nice area. Home was clean and with all amenities listed. My husband, pups & I enjoyed the backyard .with a river that runs through. My husband enjoyed fishing. We went to a few parks/ponds. My pups enjoyed running through the grass. We will definitely be booking again with Kara.

Guest favorite

A functional kitchen area features wooden cabinetry, a stainless steel oven, and a microwave. Countertop appliances include a coffee maker and toaster, while a decorative towel hangs from the stove. A light-toned backsplash complements the warm wood tones and dark flooring.

Guest suite in Waterbury

4.91 out of 5 average rating, 119 reviews

Private cozy getaway

WalterRating, 5 stars1 week ago

Lovely place. Nice large shower, plenty of space.

Guest favorite

Home in Sandy Hook

4.97 out of 5 average rating, 160 reviews

Spacious, private home, must see!

RachelRating, 5 stars2 weeks ago

The home is much bigger than expected! Very comfortable and lots of natural light. Checkin was very easy. Norm came by to make sure we were allset and was incredibly friendly. We were traveling with an infant and he gave us a pack & play and high chair which was incredibly helpful & thoughtful! The location is very private and quiet which felt very safe with a baby. But you are still so close to downtown! We recommended the listing to our family who visit the area often. We would definitely stay again!

Guest favorite

A white remote control is mounted on a wooden panel, featuring a digital display showing the temperature set at 69 degrees. The natural wood grain provides a warm backdrop for the remote.

Tiny home in Thomaston

5 out of 5 average rating, 16 reviews

Cozy Retreat at Branch Brook Campground

AdamRating, 5 stars1 month ago

Nice little tiny home with comfortable bed on a river.

Top guest favorite

A view seen through open French doors showcases a grassy area leading to a serene pond. The landscape includes a nearby building and trees, while a few potted flowers sit on the edge of the stone steps.

Home in Watertown

4.96 out of 5 average rating, 25 reviews

Carriage House on Smith Pond!

AnnaRating, 5 stars6 days ago

The accommodations are beautiful as well as the grounds and the view from the kitchen and living area. Everything was spotless and the Airbnb is equipped with everything you need for a lovely relaxing stay. Todd and his wife are wonderful hosts and there when you need them. As a welcoming gift they provided a lovely fruit tray, muffins and farm fresh eggs! This Airbnb is truly a gem!

The entrance features a private covered porch with a white pergola and a well-maintained stone path. The door is flanked by windows, and a small garden area with greenery is visible at the side, set against the earthy tones of the home's exterior.

Apartment in Middlebury

5 out of 5 average rating, 32 reviews

Cozy One Bedroom Apartment in Middlebury, CT

BethRating, 5 stars8 months ago

Loved Lila's space. It had everything I value - quiet, peaceful, clean, comfortable, walkable neighborhood/trails, fantastic location. Loved my cozy time there. 10/10 recommend. I'll be back!

Top guest favorite

Home in Sandy Hook

5 out of 5 average rating, 5 reviews

Rustic farmhouse in the country, walk to village!

EmilyRating, 5 stars2 weeks ago

A beautiful space to gather with friends for a quick weekend getaway!

Top guest favorite

A charming farmhouse exterior features warm wooden siding accented by colorful flower beds and illuminated by string lights. Large windows allow for an inviting view, while an American flag adds a patriotic touch. A tranquil atmosphere is created by the surrounding greenery.

Farm stay in Woodbury

5 out of 5 average rating, 21 reviews

Historic Country Getaway with Field & Garden Views

SaraRating, 5 stars2 months ago

We had a wonderful stay! Everything was perfect — super clean, peaceful location, and very friendly hosts. There are great restaurants and shops nearby, and the whole trip felt like stepping into a Gilmore Girls episode. We especially loved the ducks! Would absolutely come back.

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Vacation rentals in Oxford

Top-rated vacation rentals in Oxford

Vacation rentals for every style

Popular amenities for Oxford vacation rentals

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