House holiday rentals in Sturbridge

4.93 out of 5 average rating, 291 reviews

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

4.95 out of 5 average rating, 196 reviews

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

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

4.99 out of 5 average rating, 167 reviews

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

Lakefront jacuzzi for fall and winter! Enjoy the stylish comfort of our 3 bedroom/3 bathroom architecturally-designed lake home. The Luxe lake house features an expansive waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower and tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, fast WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make memories that will last a lifetime!

4.93 out of 5 average rating, 261 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

4.97 out of 5 average rating, 173 reviews

The lakefront house is shown from the water's edge, featuring a grassy yard that leads to a private dock. Kayaks and a paddleboard rest along the shore, framed by trees and a clear sky. The serene water reflects the surrounding nature.

Home in Sturbridge

LAKE Retreat! Lakefront Home with Amazing Views!

Beautiful lakefront house with great views. Perfect for a relaxing family vacation. 4 Bedrooms, 3.5 baths sleeps 10 comfortably. Paddle-board, kayak, propane grill, fire pit, & corn hole make for awesome lakefront memories! Game room features bubble boy hockey, board games, & puzzles for rainy day fun! Sturbridge is known for it's locally owned restaurants, breweries, & wedding venues. Get away from it all, but still be close driving proximity to Boston, Worcester, Springfield MA, & CT!

4.96 out of 5 average rating, 172 reviews

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.

4.99 out of 5 average rating, 135 reviews

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

Wake up to the morning sun over the lake in the loft, or rise after the sun in one of the two back bedrooms. Enjoy a morning coffee or tea while enjoying the lake view from the bar top overlooking the water and watch for the Swans, Bald Eagles, and Blue Herons. After a hike on the trails, kayaking up the lake into conservation land, or fishing off the dock, relax in the hot tub. As the sun sets over the trees cuddle up on the couch with a good book and keep an ear out for the owls.

4.93 out of 5 average rating, 260 reviews

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

4.84 out of 5 average rating, 156 reviews

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!

4.93 out of 5 average rating, 394 reviews

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).

4.78 out of 5 average rating, 254 reviews

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.

A cozy house is framed by tall trees, with a snow-covered landscape surrounding it. The exterior features a combination of warm wooden siding and a brick chimney. A large screened porch is visible, offering a seamless connection to nature.

4.94 out of 5 average rating, 111 reviews

D. Chief's Lodge Cheerful Cabin at the Camp

Year round house: you'll have a great time at this comfortable place to stay. Camp Mishnoah, a former Girl's Club Camp, is undergoing restoration into a wellness retreat. This rental is a stand alone house. A very comfortable queen size bed and a single bed in a separate bedroom, lodge style living room with a vaulted ceiling, full kitchen, bathroom with shower and a half bath. Access to the pond and hiking trails. Nearby Sturbridge Village and Tree House Brewery.

Popular amenities for house rentals in Sturbridge

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 294 reviews

Home in Montville

Casino Wine Down House with Winter Igloo

4.95 out of 5 average rating, 167 reviews

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!

4.86 out of 5 average rating, 103 reviews

An outdoor area is featured with a swimming pool surrounded by a decorative fence and lush greenery. Patios with seating arrangements and an umbrella provide shaded spots for relaxation. Colorful flower pots add vibrant accents along the poolside.

Home in Barrington

Cozy Barrington Home with a Private Pool

4.96 out of 5 average rating, 112 reviews

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 Greendale

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

4.99 out of 5 average rating, 120 reviews

Home in Stonington

FREE Private Indoor Heated Pool - Mystic Home

4.92 out of 5 average rating, 194 reviews

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

4.93 out of 5 average rating, 197 reviews

A cozy living room features exposed wooden beams and warm wood-paneled walls. A stone fireplace is centrally located, with a basket of wood beside it. A rug with rich colors lays under a wooden table, surrounded by comfortable seating, inviting a relaxed atmosphere.

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

4.97 out of 5 average rating, 152 reviews

An expansive aerial view reveals a private pool surrounded by lush green grass and trees. A small pond is visible nearby, with vibrant foliage framing the scene. Open fields stretch into the distance, highlighting the rural setting on the property.

Home in Windham

mid century ranch style house on farmland

Weekly house rentals

5 out of 5 average rating, 21 reviews

A spacious luxury home is nestled amid lush greenery, featuring a well-manicured lawn with various plants and shrubs. Stone accents on the exterior and a chimney add character, while large windows reflect the surrounding landscape. A curved pathway leads to the entrance.

Home in Spencer

Luxury Tuscan Themed Getaway

Lounge chairs in vibrant colors are arranged next to the tranquil lake, framed by colorful autumn foliage. The calm water reflects the tree-lined hills, creating a peaceful setting. A dock extends into the water, inviting relaxation and leisure activities.

5 out of 5 average rating, 21 reviews

Private Lakefront Home with Beach

4.93 out of 5 average rating, 57 reviews

Home in Woodstock

Country Lake Oasis

4.95 out of 5 average rating, 64 reviews

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

4.89 out of 5 average rating, 83 reviews

A modern two-story house with large triangular windows is set against a twilight sky. The elevated structure features a spacious deck wrapped with a railing, providing outdoor seating options. The ground level showcases garages, and soft lighting highlights the exterior architecture.

Home in West Brookfield

Hillside Hideaway

4.8 out of 5 average rating, 25 reviews

A cozy kitchen corner is presented, featuring a granite countertop with a sink, wooden cutting boards, and decorative woven items. Essential cooking utensils and a bottle are neatly arranged, complementing the modern appliances and a window that allows natural light to illuminate the space.

Home in Brimfield

Brimfield Bungalow by the lake

A spacious outdoor deck features comfortable seating with woven chairs, a dining table under an umbrella, and scenic views of the lake. Lush greenery surrounds the area, and a private dock with water activities is visible in the distance, creating a serene lakeside setting.

4.87 out of 5 average rating, 38 reviews

Lakeside Haven: Tranquil Waters

4.94 out of 5 average rating, 86 reviews

A spacious wooden deck extends towards the calm waters of Staffordville Lake, featuring a table with an umbrella and several chairs. A floating dock is visible on the lake, surrounded by lush greenery, making this area ideal for relaxation and enjoyment of the serene landscape.

Home in Stafford

Serene Lakefront Retreat

Private house rentals

A vibrant sunset is reflected on the calm surface of the lake, with hues of orange, pink, and purple blending in the sky. Silhouetted trees line the edges, framing the serene waterway and scenic backdrop of rolling hills.

4.77 out of 5 average rating, 62 reviews

Cozy two bedroom cottage with lake access

4.77 out of 5 average rating, 176 reviews

A serene lake view is presented, showcasing calm waters reflecting the sky. Lounge chairs are arranged on the grassy shore, providing a relaxing spot. A dock extends into the lake, and a kayak is visible nearby, inviting aquatic activities. Lush trees frame the scene.

Home in Spencer

Contemporary Lakeside Retreat

5 out of 5 average rating, 50 reviews

A spacious bedroom features a wooden canopy bed with a white quilt and decorative lace accents. Natural light enters through windows dressed in light fabric, illuminating the wooden floors and exposed beam ceiling. A vintage dresser and a cozy armchair complement the room's historical charm.

Home in Lisbon

Historic Haskell House 1700s Get Away!

4.93 out of 5 average rating, 15 reviews

The modern three-story exterior of the home is shown, featuring light grey siding and a spacious front yard. A deck is positioned above the ground level, with a driveway leading to a garage. Lush greenery surrounds the property, enhancing its serene setting.

Home in Worcester

Elegant 3BR Home in Worcester

4.98 out of 5 average rating, 48 reviews

A charming lakefront cabin is seen from the front, surrounded by a well-maintained yard with green grass and a gravel driveway. Tall trees and shrubs provide a natural border, while the serene lake is visible in the background, enhancing the peaceful setting.

Home in Wales

Charming water front cabin with boat dock

5 out of 5 average rating, 97 reviews

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 Potowomut

Luxury Cottage on the Potowomut River 2bd/2b

4.96 out of 5 average rating, 56 reviews

The lakefront home features a modern exterior with a stone chimney and expansive deck. A shaded outdoor seating area is visible, surrounded by lush greenery. Adjacent, a garage completes the picturesque setting, set against a clear blue sky.

Home in Burrillville

Lakefront Beauty with Hot Tub