Holiday houses in Sturbridge

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Top-rated holiday rentals in Sturbridge

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

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Top Guest favourite
Cottage in Brimfield
4.98 out of 5 average rating, 97 reviews

Cheerful cottage by Little Alum Lake & Sturbridge

Little Alum is a gorgeous spring-fed lake in the quintessential New England town of Brimfield, MA. Brimfield is known as home to the largest flea market in the country. Little Alum is regarded as one of the cleanest lakes in Massachusetts due to its pristine water quality. The charming cottage is a one level home within close proximity to highways & downtown Sturbridge and off route 20 just a few minutes to downtown Brimfield and Antique show/flea market. Partial water views, steps to the water.

Top Guest favourite
The sun sets over the calm waters of Cedar Lake, casting a golden glow across the surface. Fluffy clouds are visible in the sky, reflecting the warm colors of the sunset. A serene atmosphere is created by the natural surroundings.
Cottage in Sturbridge
4.97 out of 5 average rating, 172 reviews

Cedar Sunrise

Welcome to Cedar Lake. Come enjoy the lake and all it has to offer while staying in this cottage at the waters edge. This home may be small, but it offers a full kitchen with microwave, gas stove, Keurig and full size refrigerator. Open concept living, dining and kitchen. One bedroom with queen size bed, an open loft with a twin size bunk bed with trundle and a pullout couch in the living room. Full size bathroom with tub, washer & dryer on site. Enjoy grilling on the deck and soaking up the sun

Top Guest favourite
A cozy living area features a stylish brown leather sectional sofa adorned with decorative pillows. A circular coffee table sits in front, surrounded by natural wood accents. Soft lighting from a nearby lamp complements the earthy tones of the décor, creating a warm, inviting space.
Apartment in Sturbridge
5 out of 5 average rating, 29 reviews

Cozy Chic Countryside Haven | Sleeps 4 | Firepit

Experience luxury in Sturbridge's sought-after Cozy Chic Countryside Haven ✓ 1400 sqft basement retreat for families & couples ✓Central to Old Sturbridge Village & Wells State Park for family fun & shopping. ✓ Private .7 acre lot with designer landscaped front & backyard ✓ Outdoor paradise with Firepit & lounge seating for starry nights ✓ 1 queen size bed, 1 full size daybed & 1 twin mattress ✓ Tastefully designed luxury interiors ✓ Board games & a foosball table ✓ WiFi/Netflix/Amazon Prime/Hulu

Top 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
4.93 out of 5 average rating, 311 reviews

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

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, 175 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.

Guest favourite
A stone pathway leads towards the cabin, surrounded by natural landscaping and soft outdoor lighting. Potted plants and flowers add touches of color along the gravel and paver stone path, inviting guests to explore the serene outdoor setting.
Cabin in Holland
4.83 out of 5 average rating, 223 reviews

4 Seasons Lake View Cabin Holland

Quirky quaint older cabin. Small, but functional spaces, natural landscaping and under the trees , well water. Other seasonal and year round cabins surround it.If you are NOT looking for a chain hotel this is a great space, it has upgrades like mini splits, but it is a cabin and is for the nature lover who enjoys the area, the lake, the quiet and proximity to Brimfield Markets, Sturbridge Village, Tree House etc . I strive to keep updating and improving, great location to explore New England

Top Guest favourite
Two Adirondack chairs are positioned near a fire pit, surrounded by decorative stones and tree stumps. A view of the sparkling water and nearby houses can be seen in the background, framed by lush green trees that enhance the peaceful outdoor setting.
Cottage in Holland
4.98 out of 5 average rating, 53 reviews

Blissfully Peaceful Cottage nestled on lake

Relaxing and quaint cottage nestled on the pristine and bountiful waters of the Hamilton Reservoir. Perfect place to step back with the family and take a much needed timeout to reconnect with your loved one(s). The reservoir is pristine and is clear up to 4’ down. Perfect for swimming or just relaxing on the private beech located steps away. Be our guest, come out and enjoy this peaceful place and take the time to make memories that will last a lifetime. Looking forward to hosting you!

Top Guest favourite
A bright living space features a spacious bed with light bedding and a cozy couch. A high-top dining table with teal chairs provides a dining area. The kitchen, equipped with essential appliances, is visible in the background. Natural light enters through a large window.
Apartment in Brimfield
4.99 out of 5 average rating, 201 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

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
4.86 out of 5 average rating, 80 reviews

Chic & Modern Studio Lakefront House with Loft

Indulge in a remarkable escape at our elegant and enchanting lake house! Tucked away on the stunning Cedar Lake, your personal 3 season porch, patio, and dock await as our inviting haven combines serene relaxation with thrilling adventures. Discover the meticulously appointed main living space, accompanied by a generously equipped full-sized kitchen and bathroom. With ample space for 2 adults and 2 children, our abode is the ultimate family sanctuary or a secluded romantic haven.

Guest favourite
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.
Home in Holland
4.92 out of 5 average rating, 119 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.

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
4.98 out of 5 average rating, 56 reviews

Charming Home in Brookfield

This is a great place to kick up your feet and relax. Newly renovated and furnished for guest comfort. Unique twelve sided home surrounded by trees, gardens, and nature. It has unusually large windows allowing guests to enjoy the outdoor view from within this cozy home. IMPORTANT NOTE: This listing may not be suitable for children under 12 or those with limited mobility due to spiral staircase and open railings on deck.

Guest favourite
A charming blue cottage is set amidst colorful autumn foliage. The front features a well-maintained garden with ornamental flowers and a stone pathway leading to the entrance. A small seating area with chairs invites relaxation, complemented by a wooden railing along the deck.
Cottage in Holland
4.93 out of 5 average rating, 68 reviews

The Maybrook: Lake & Sauna

Welcome to Maybrook Cottage, a cozy and peaceful 2-bedroom oasis with lake access that includes kayaks and paddle boards, a 2-person sauna, jacuzzi tub, gas fireplace, and complimentary coffee & tea. Find top-rated restaurants, hiking trails, shops, breweries, wineries, and more nearby. We are 13 min from Old Sturbridge Village, 15 min from Treehouse Brewery, 30 min from Worcester.

Popular amenities for Sturbridge holiday rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Sturbridge?

    Yes! Work meets play with ease at over 20 vacation rentals in Sturbridge featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Sturbridge?

    Sturbridge has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Sturbridge?

    Experience the best of Sturbridge with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Sturbridge have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Sturbridge. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Sturbridge have wifi?

    Absolutely! We offer over 10 hotel rentals with wifi in Sturbridge. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Sturbridge?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Sturbridge

  • Total holiday rentals

    Explore 60 holiday rentals in Sturbridge

  • Nightly prices starting at

    Sturbridge holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Sturbridge holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Sturbridge rentals