Holiday rentals in Oxford

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Top-rated holiday rentals in Oxford

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Superhost
A serene lakeside scene reveals a sandy beach area with a dock extending into the water. Two lounge chairs are positioned on the grassy shore, while a small boat is moored nearby. Tall trees provide shade, enhancing the peaceful atmosphere.
Cottage in Dudley
4.86 out of 5 average rating, 49 reviews

Cozy, 3BR lake-side retreat and outdoor oasis

Escape to our peaceful private lakefront cottage in Dudley, MA, your perfect year-round retreat! Recently updated 3-bed, 2-bath home on beautiful Pierpoint Meadow Lake offers swimming, fishing, kayaking, vibrant fall colors, and winter ice skating. Inside, enjoy air conditioning, cozy fireplace, dishwasher, washer/dryer, and new TVs. Outside, relax on the new multi-level deck with stunning lake views, gather by the fire pit, or step onto your private dock and sandy beach to make lasting memories

Top guest favourite
The exterior of a charming wooden structure features light brown shingle siding and a welcoming entrance. Two windows flank a set of double black doors, accentuated by decorative lanterns. A stone pathway leads to the entrance, bordered by manicured greenery.
Guest suite in Uxbridge
4.99 out of 5 average rating, 388 reviews

Beautiful, Unique, & Cozy Cedar Flat

Come enjoy this new and beautifully designed space in historic Uxbridge, MA. Set up like a tiny house, it is the most cozy and clean place you will visit. A ship’s ladder will take you to the queen loft bed or use a new PotteryBarn sleeper sofa. The Frame TV will act as a beautiful painting if you prefer to "unplug." Climate control and a hammock chair are a perfect combo! Located on a quiet street, it is an easy 25 min. drive to Providence or Worcester, and only 50 min. to downtown Boston.

Top guest favourite
The exterior of a rustic wooden house is surrounded by lush greenery and trees. A small fenced area is visible near the entrance, where a welcoming front door can be seen. The building features windows and a gabled roof, set in a tranquil natural environment.
Farm stay in Thompson
5 out of 5 average rating, 227 reviews

Rustic Farmette Studio w/yearround Hot Tub

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, or a family with a young kid. Please include all individuals (&pets) in your booking.

Top guest favourite
A calm pond is depicted, surrounded by lush greenery and trees. Sunlight reflects off the water, creating a shimmering effect. Lily pads are visible on the surface, with a rustic stone pier in the foreground, adding a natural touch to the serene landscape.
Cabin in Thompson
4.99 out of 5 average rating, 161 reviews

Secluded cabin w/ Finnish Sauna & Forest Baths

A secluded, romantic, rustic, cabin alongside the French River - Frog Hollow is a perfect place to get away and experience the luxury of a wood fired sauna and forest baths. Located in the Quiet Corner of CT, relax as you watch the ducks, herons, turtles, and beavers along the river. Cook a delicious meal in the porch-enclosed kitchen, cozy up next to the woodstove fireplace, work remotely with a water view, or go for a paddle on the river. Ideal for a couple or solo traveler wanting to unwind.

Superhost
A cozy living room is presented, featuring a comfortable sofa and an accent chair, both styled with soft pillows and a throw blanket. A round coffee table sits in front, complemented by a decorative indoor plant. Natural light filters through the windows with blinds.
Flat in Worcester
4.82 out of 5 average rating, 39 reviews

Newly Refreshed 3bd Spacious Unit Minutes from 290

Enjoy this stylish space at this centrally located apartment right in downtown Worcester, facilitated for you and your family to relax, and have a place to call home away from home. We designed this space to accommodate your everyday needs as well as please the eye. This unit is a very spacious top level of a home. ✓ 5 Mins to Downtown ✓ 3 Mins to Hwy 290 ✓ 5 Mins to UMass Medical ✓ Tons of things to do/eat close-by ✓ Free on-site parking ✓ Porch Access ✓ Private Entrance ✓ Quiet Neighborhood

Top guest favourite
A single-story farmhouse features a covered front porch adorned with hanging plants. A well-maintained lawn surrounds the home, complemented by landscaped bushes. An American flag is displayed, and tall trees line the background, providing a natural setting.
Guest suite in Thompson
4.98 out of 5 average rating, 179 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Guest favourite
A two-story grey house with white trim is visible, featuring large windows and a front porch. A white car is parked in the driveway, leading to a closed garage door. Lush trees provide greenery around the property.
Guest suite in Worcester
4.88 out of 5 average rating, 465 reviews

Private Suite with separate entrance in Worcester

The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

Guest favourite
A welcoming living room features light-colored sofas adorned with decorative pillows. Natural light filters through two windows, illuminating a cozy atmosphere. A lamp and a dresser add functionality, while a neutral carpet completes the space. Greeting from the entrance can be seen in the background.
Guest house in Worcester
4.82 out of 5 average rating, 311 reviews

Carriage house apartment

We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

Top guest favourite
A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.
Flat in Worcester
4.94 out of 5 average rating, 71 reviews

Centrally Located Apartment in Worcester

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

Top guest favourite
A comfortable living area is furnished with a light brown sofa and two accent chairs. Artwork is displayed on the wall, and a coffee table sits atop a patterned area rug. Natural light enters through the windows, illuminating the cozy space.
Guest house in Killingly
4.98 out of 5 average rating, 183 reviews

The Carriage House at Chaprae Hall

Welcome to the Carriage House at Chaprae Hall! A cozy, quiet respite from a busy world awaits you. This fully furnished & appointed vintage living space has been updated over the years to be an inviting and welcoming stop for your journey. Whether you’re traveling for business, in town for an event, or looking for a central home base for day trips across southern New England, we've got you covered with your own kitchen, full bath, living space, and bedroom with a queen-sized bed.

Guest favourite
The exterior of a quaint cottage is shown, featuring wooden shingles and a distinct chimney. A mature tree with autumn leaves provides a natural accent, while a gravel pathway leads to the entrance. Windows are framed with white, reflecting a harmonious blend with the surrounding woods.
Guest suite in Uxbridge
4.93 out of 5 average rating, 100 reviews

Tranquil studio suite

Experience the blend of simplicity and sophistication in this brand-new apartment, complete with essential appliances and stylish furnishings. Nestled in a tranquil wooded area, you'll enjoy easy access to highways, charming coffee shops, and the most beautiful nature walks. This basement studio apartment offers all the essentials while ensuring plenty of privacy. 2 mins to 146 highway 25 mins to Worcester 30 mins to Providence 1 hour to Boston

Top guest favourite
A red house with a spacious driveway is shown. A garage with multiple doors is visible on the left side. The front porch features white railings and steps leading up to the entrance. Surrounding trees display autumn colors, enhancing the natural setting.
Flat in Sutton
4.86 out of 5 average rating, 92 reviews

Spacious, 1 bedroom, full kitchen and laundry.

Spacious and bright one bedroom, basement/studio apartment with full eat-in kitchen, sitting areas, and bathroom with full sized laundry. On-premise parking. One level with no stairs. Quiet residential location. Lots of storage make it perfect for longer stays! We are an older, working couple without pets at this time, living upstairs. Occasionally our grandchildren visit and may spend the night.

Popular amenities for Oxford holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Worcester County
  5. Oxford