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House holiday rentals in Sturbridge

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Top-rated house rentals in Sturbridge

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Guest favourite
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge

Lake Front Home Sleeps 6-8 on a private Peninsula!

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

4.94 out of 5 average rating, 330 reviews
Top guest favourite
A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.
Home in Vernon

Luxe Bolton Lake

Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!

4.99 out of 5 average rating, 186 reviews
Top guest favourite
An aerial view captures the spacious country home surrounded by lush greenery, winding paths, and open lawns. A serene pond is visible alongside the property, complementing the natural landscape. The adjacent road is flanked by trees, adding to the remote and peaceful setting.
Home in West Brookfield

Sunnybrook House

Sunnybrook is a peaceful 28 acre country retreat, tucked away on a back road in West Brookfield, MA with expansive lawns, hiking trails, a pond, rushing river and crabapple orchard to explore. Only 20 minutes to I90 and I84 in Sturbridge, 45 minutes to Wachusett Mountain, and minutes away from Rock House Reservation. With ample space to gather inside and out, great local breweries and wineries close by, Sunnybrook is the perfect place for family and friends, work gatherings, retreats and more.

4.94 out of 5 average rating, 102 reviews
Top guest favourite
The image showcases a spacious green yard surrounding a charming gazebo. In the foreground, assorted seating arrangements invite relaxation. The background features trees in full bloom, enhancing the natural setting and providing a peaceful atmosphere.
Home in Brimfield

Little House Inn - Brimmy - Private Home

Relax & enjoy the whimsy of our Little House. Create your own fantasy in our Pirate/Castle-themed bedroom perfect for kids of all ages. Our home is kid & pet friendly, filled with games and activities for the whole family. Enjoy our home's private backyard that includes a babbling brook & fire pit. Whip up a meal in our full kitchen then sit back & relax with the family or friends. We are located 2 miles from the center of Brimfield on rural rte 19. Check out our guidebook for places to see.

4.87 out of 5 average rating, 323 reviews
Top guest favourite
The exterior of the house features blue siding with white trim and a welcoming red front door. A small porch is adorned with an American flag. Surrounding greenery and a gravel pathway lead to the entrance, with trees providing a natural backdrop.
Home in Sturbridge

Cedar Lake 3 Bed 3 1/2 Bath Home Sturbridge MA

Fully equipped w/open lake view living space w/gas fpl. Direct access to Lake w/private dock, (2) kayaks, decks, patio, grill & fire pit. Pvt master bed/bath and 2nd bed w/lake view/deck access. Base rate up to 5 people. $50/each add pers-night max 8 tot. 4th bed is futon in finished walkout bsmt with 3rd full bath. Min 3 night stay. Base weekday $375, Weekend $475. Premium rates seasonally/holidays. Local tax added by AirBnB. Ck-out 11 AM, Ck-in 3 PM unless arranged. Sorry no more pets.

4.96 out of 5 average rating, 186 reviews
Top guest favourite
A spacious deck overlooks a calm lake, reflecting the surrounding trees in warm autumn colors. Several wooden chairs and a circular table are arranged comfortably, with an umbrella providing shade. The setting offers a serene atmosphere, ideal for relaxation or enjoying nature.
Home in Oakham

Lovely & Peaceful Waterfront Vacation Retreat

Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

4.99 out of 5 average rating, 193 reviews
Top guest favourite
A spacious living area is highlighted by a high wood-paneled ceiling and large windows allowing natural light. A stone fireplace is centrally located, complemented by comfortable seating and a wooden coffee table on a light-colored rug.
Home in West Brookfield

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak

Escape to this charming West Brookfield lake retreat! This 3BR, 2BA home sleeps 8 and features 1,700 sq ft of open-concept space, a wraparound porch, and an outdoor fire pit. Enjoy walking access to the lake and cozy evenings under the stars, perfect for families and friends seeking a classic New England getaway. Salem Cross Inn - 3min drive Lake Wickaboag - 5min walk West Brookfield Town Common - 5 min drive Rock House Reservation - 10 min drive Brookfield Orchards - 10 min drive

4.91 out of 5 average rating, 111 reviews
Guest favourite
The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.
Home in Woodstock

Cedar Ridge: House

HOUSE in CT’s Quiet Corner: Renovated house bathed in light, with nice stunning hilltop views. Relax on its patios and small swimming pool, stroll along its forest paths, Located in New England's "Last Green Valley National Heritage Corridor" offers multiple attractions, home to many schools, universities, fairs, artists/artisans, farms, special events and year-round activities. NOTE: RENTED DOWNSTAIRS APARTMENT. OWN PRIVATE ENTRANCE. DOES NOT SHARE OUTDOOR SPACE, PATIO, OR POOL

4.92 out of 5 average rating, 278 reviews
Guest favourite
Home in Stafford

Serene Lakefront Retreat

This idyllic 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake accommodates up to 6 guests (4 beds), offering an unforgettable experience for your family. Enjoy breathtaking views from the cozy living area or the private deck. Kayak (2 included), swim off the floating dock, stargaze, grill out and enjoy your coffee on the deck! Separate workspace and free Wi-Fi for those working from home. Perfect for Brimfield Antique attendees. Book now for a relaxing getaway!

4.94 out of 5 average rating, 110 reviews
Guest favourite
A wooden deck offers high-top chairs facing a tranquil lake surrounded by trees. The scene includes a spacious grassy area leading to the water, with a gazebo visible in the distance. A gentle mist adds a serene quality to the landscape.
Home in Union

Antique Home w Private Pond, Sturbridge /Brimfield

Minutes to Sturbridge, great craft breweries, (including TreeHouse), Brimfield Antique Flea Market. Our recently ( and ongoing) renovated 1800s farm house is ready for your next stay. It is quirky and not for perfectionists! Visit nearby Old Sturbridge and its many great shops and restaurants, and nearby State Parks. Plenty of room, fully equipped kitchen, comfy living rm & big dining room. 3 comfortable bedrooms upstairs. Very easy off/on the highway to be on your way quickly!

4.83 out of 5 average rating, 162 reviews
Guest favourite
A inviting living area showcases a light gray couch and a blue accent chair, complemented by a decorative coffee table. A patterned area rug anchors the space, while a fireplace is adorned with seasonal decor and small evergreen trees, creating a cozy atmosphere.
Home in Southbridge

Charming Cape--Kid & Dog Friendly 🐾

Old style cape, newly renovated. Lots of vintage charm with new upgrades. Beautiful, 3 bedroom, 1.5 bath & full kitchen. Kitchen is fully stocked with duel kuereg and drip coffee pot & Ninja blender. Beautiful touches throughout to make your stay cozy. EXTRAS INCLUDE : 24-HOUR CHECK-IN / keyless entry FREE COFFEE HIGH SPEED WI-FI Pack N Play Glider for nursing/feeding moms! SMART TVs in 3 bedrooms Enjoy a cute stay in quiet neighborhood, 7 minutes from Sturbridge exit (84).

4.93 out of 5 average rating, 432 reviews
Guest favourite
A living room is displayed with hardwood flooring and a circular braided rug. Furnishings include a sofa and two high-backed chairs near a large window that offers views of greenery. A coffee table is positioned centrally, with a faux fireplace and a television visible in the background.
Home in Putnam

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

4.78 out of 5 average rating, 285 reviews

Popular amenities for house rentals in Sturbridge

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.
Home in Columbia

Breathtaking home with unforgettable views & pool!

4.92 out of 5 average rating, 134 reviews
Top guest favourite
An outdoor lounge area features a circular table surrounded by curved sofas adorned with cushions. Soft curtains frame the space, while potted flowers add vibrant color. Natural light filters through the overhead structure, creating a relaxed atmosphere for gatherings.
Home in Worcester

Gather, Cook & Unwind, 3BR, Fireplace

4.97 out of 5 average rating, 132 reviews
Top guest favourite
A spacious sleeping area features a canopy bed with an orange quilt. Surrounding the room are colorful artworks and wooden sculptures. Natural light enters through windows, highlighting the eclectic decor and greenery from nearby plants.
Home in Scituate

Artist studio in the woods

4.95 out of 5 average rating, 263 reviews
Superhost
A hot tub is situated on a stone patio, surrounded by lush greenery. A short set of steps leads up to its edge, and vibrant flowers add a splash of color in the background. The hot tub's cover is partially open, revealing inviting water.
Home in Montville

Walk to Casino with POOL+HOT TUB

4.88 out of 5 average rating, 260 reviews
Guest favourite
The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.
Home in Montville

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

4.91 out of 5 average rating, 263 reviews
Top guest favourite
A two-story house is framed by lush greenery and vibrant flowering shrubs. The exterior showcases a combination of brick and wood, with multiple windows allowing natural light to fill the interior. A clear blue sky with scattered clouds completes the picturesque setting.
Home in Exeter

Nature's Nook

4.91 out of 5 average rating, 154 reviews
Top guest favourite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

4.95 out of 5 average rating, 180 reviews
Top guest favourite
The living room features floral patterned sofas arranged around a wooden coffee table. A decorative fireplace is framed by white molding, above which hangs a painting depicting a serene landscape. Natural light enters through two windows, with a basket and various items adding to the homey ambiance.
Home in Burrillville

Great country getaway

4.87 out of 5 average rating, 187 reviews

Weekly house rentals

Superhost
A pathway leads down to the tranquil waters of Lake Quinsig, surrounded by lush greenery. Soft clouds drift across a bright blue sky, reflecting light on the calm surface of the lake. Boat docks are visible, inviting leisurely activities.
Home in Worcester

Million-Dollar View - Great Location/Sleeps 9

4.9 out of 5 average rating, 136 reviews
Top guest favourite
A well-maintained home is situated on a gentle slope, featuring a neatly landscaped front yard with flowering plants and shrubs. An American flag is displayed by the entrance, and a gravel driveway leads to the garage below, surrounded by lush greenery.
Home in Amherst

The Suprenant House

5.0 out of 5 average rating, 185 reviews
Top guest favourite
The exterior of a lakefront cottage is illuminated by warm lighting at dusk. The structure features a vaulted roof with large windows, surrounded by trees. A deck extends around the cottage, reflecting on the calm water, creating a serene and inviting atmosphere.
Home in Coventry

Cozy cottage 5 minutes from UConn

4.98 out of 5 average rating, 182 reviews
Guest favourite
Home in Tolland

The Carriage House

4.94 out of 5 average rating, 290 reviews
Top guest favourite
The cottage features a welcoming exterior with a front porch and an American flag displayed. Lush landscaping with green grass and carefully arranged plants surrounds the gravel pathway leading up to the entrance, illuminated by soft evening light.
Home in East Greenwich

Luxury Cottage on the Potowomut River 2bd/2b

5.0 out of 5 average rating, 118 reviews
Top guest favourite
A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.
Home in New Salem

Stone n' Sky Lodge

4.91 out of 5 average rating, 255 reviews
Guest favourite
The lakeside retreat presents a spacious outdoor area with well-maintained greenery and seating options. A charming deck with comfortable seating overlooks the water, while several tall trees provide shade. Nearby, a small boat dock can be seen, enhancing the lakeside ambiance.
Home in Sturbridge

Lake House in Sturbridge w/All the Views!

4.99 out of 5 average rating, 71 reviews
Guest favourite
A serene three-season porch is showcased, featuring large windows that provide views of the lake and surrounding greenery. Comfortable seating is arranged around a wooden coffee table, with a dining table nearby. Bright natural light fills the space, enhancing the tranquil atmosphere.
Home in Sturbridge

Chic & Modern Studio Lakefront House with Loft

4.86 out of 5 average rating, 94 reviews

Private house rentals

Top guest favourite
A serene lakefront view is captured, featuring a calm body of water reflecting clouds and surrounding trees. A fire pit is positioned on a gravel area, accompanied by red and brown chairs, inviting relaxation by the water's edge.
Home in Holland

Sandy Beach House

4.91 out of 5 average rating, 58 reviews
Guest favourite
The tranquil lakefront view showcases a private dock with a boat moored alongside, surrounded by lush greenery. The calm water reflects the surrounding trees and sky, creating a serene atmosphere perfect for relaxation. A well-maintained landscape features flower beds and stone pathways leading to the dock.
Home in Holland

Holland MA - Pet friendly Lake Home!

4.89 out of 5 average rating, 35 reviews
Top guest favourite
The unique twelve-sided home is enveloped by trees and gardens. A stone pathway leads to the entrance, with decorative planters positioned on each side. The upper deck is accessed by a set of stairs visible on the right side.
Home in Brookfield

Charming Home in Brookfield

4.99 out of 5 average rating, 71 reviews
Top guest favourite
Home in Woodstock

Country Lake Oasis

4.94 out of 5 average rating, 71 reviews
Guest favourite
The image captures a serene view of the lake with calm waters reflecting the surrounding greenery. A private dock and various boats are visible, enhancing the outdoor atmosphere. Lush trees frame the scene, providing a natural backdrop to this tranquil lakeside setting.
Home in Holland

Cozy Lake Retreat | Halloween Decorated Getaway

4.95 out of 5 average rating, 22 reviews
Top guest favourite
A serene view of the private sandy beach is framed by tall trees and softly illuminated by sunlight. Lounge chairs are arranged near the water's edge, with a sturdy dock extending into the shimmering lake, offering spaces for relaxation amidst nature.
Home in East Brookfield

Lakefront Retreat with Private Beach

4.99 out of 5 average rating, 77 reviews
Superhost
A mid-century modern cabin is set against a backdrop of vibrant autumn foliage. The structure features large windows and a spacious deck facing the tranquil lake. Lounge chairs are arranged along the water's edge, inviting relaxation amid the colorful trees.
Home in Woodstock

Mid-Century Modern Lakefront Cabin

4.94 out of 5 average rating, 81 reviews
Top guest favourite
Home in Coventry

Hillside Haven

5.0 out of 5 average rating, 34 reviews

Destinations to explore