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Sturbridge vacation rentals

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Top-rated vacation rentals in Sturbridge

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

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Home in Sturbridge

4.96 out of 5 average rating, 187 reviews

Modern Lakeview House -Chef's Kitchen, Strong Wifi

This house has clean, light, modern design, full of unique details you'll love. Like a large modern kitchen, spa bathroom w/ jacuzzi tub, deck w/ lake view. A few steps from Cedar Lake beach, tennis, playgrounds. Walk to downtown Sturbridge restaurants or cook in our stocked chef's kitchen full of gadgets. Perfect for a "stay-cation" or to work from new location. Visit local Craft Breweries (Treehouse Brewing) and natural trails. A getaway 60min to Boston, 40min to Hartford, 20min to Worcester.

Farm stay in Southbridge

4.89 out of 5 average rating, 316 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Deep sleeps await in our off grid forest Wigam. With everything you need, and nothing you do not, this exceptional retreat boasts a Danish Morso wood stove, fire pit, private forest baths, Finnish sauna, HUGE windows overlooking a wildlife trail and Peepers Owls and Coyote song. From photo shoots to wedding proposals - this is a special place to care for yourself and your family. We are on farm - but out of sight. Bring your kids, dogs, friends, guitar, or just a good book and settle in!

Farm stay in Southbridge

4.97 out of 5 average rating, 188 reviews

High Grass Farm

Get cozy in front of the fireplace and enjoy a romantic getaway in our beautiful and historic old house. One of the top 16 farm stays in New England! Our 1780's farmhouse has been completely renovated and retains its rustic country feel. Experience early American period life with only a few modern conveniences (e.g. full laundry and 5G wi-fi). Our secluded setting on 19 acres in southern Mass is minutes from I-90 and I-84, and borders CT, Old Sturbridge Village and the Westville recreation area.

Cottage in Sturbridge

4.96 out of 5 average rating, 140 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

Rental unit in Woodstock Valley

4.93 out of 5 average rating, 380 reviews

“Tranquillity on the Lake ” Woodstock Valley, CT.

Welcome to the scenic Northeast corner of Ct on beautiful Lake Bungee. Enjoy direct waterfront with stunning sunrises . Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy your own deck, propane fire pit, gaze at the stars. BBQ propane grill. Stroll around both lakes . Enjoy bird sightings, nature’s at its finest. Great local dining & wineries. Each season paints its own stunning beauty. Relax and enjoy Tranquility !!

Guest suite in Thompson

4.99 out of 5 average rating, 143 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!

Home in Sturbridge

4.94 out of 5 average rating, 235 reviews

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

DIRECT WATER FRONT RENTAL! This breathtaking property is located on it's own PENINSULA! Stunning water views from almost every window. This updated year round charming family home features 3 BR, 2 bath, large living room w/sliders to a wrap around deck, incredible views from a huge, heated sun porch. The large yard with a dock, NEW Patio/Firepit, small private beach area, with kayaks, canoe and a row boat! SUMMER MONTHS: 5 Night minimum Thanksgiving andChristmas Holidays have a 3 night minimum

Home in Southbridge

4.94 out of 5 average rating, 350 reviews

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 FREE Oatmeal bar HIGH SPEED WI-FI Pack N Play Glider for nursing/feeding moms! SMART TVs in 2 bedrooms Enjoy a cute stay in quiet neighborhood, 7 minutes from Sturbridge exit (84).

Home in Sturbridge

4.96 out of 5 average rating, 138 reviews

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!

Guest suite in Warren

4.95 out of 5 average rating, 292 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

Rental unit in Brimfield

4.98 out of 5 average rating, 161 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 convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Rental unit in Dudley

4.84 out of 5 average rating, 421 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Excellent for couples; voyagers & professionals. Ideal for short or long terms stays, everything is incld. Cozy, bright and small very comfy bedroom, if business travel or just visiting the area, Kitchen, living room and Laptop Desk. Self-Check-In, Wi-Fi, free & safe on-street Parking, Lock on Door, Laundry available*, A/C, we are in a busy street during the day but really safe.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Sturbridge vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Sturbridge's top sights

Old Sturbridge Village96 locals recommend

Tree House Brewing Company, LLC61 locals recommend

B.T.'s Smokehouse29 locals recommend

Rapscallion Brewery22 locals recommend

Cedar Street Grille18 locals recommend

Kaizen Sushi Bar & Grill18 locals recommend

Other great vacation rentals in Sturbridge

Home in Sturbridge

4.91 out of 5 average rating, 43 reviews

Chic & Modern Studio Lakefront House with Loft

Home in Ware

4.95 out of 5 average rating, 111 reviews

Entire 1-st Floor Apt & Specials for 3+ Stays

Guesthouse in Stafford

4.95 out of 5 average rating, 65 reviews

A Barn Experience

Rental unit in Sturbridge

4.98 out of 5 average rating, 89 reviews

Main Street Suite

Guesthouse in Northampton

5 out of 5 average rating, 320 reviews

Mill River Cottage (pet friendly!)

Guesthouse in Granby

4.98 out of 5 average rating, 774 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

Home in Sturbridge

5 out of 5 average rating, 24 reviews

Lake House in Sturbridge w/All the Views!

Guesthouse in Holland

5 out of 5 average rating, 19 reviews

One BD In-law with Private Ent.

Quick stats about vacation rentals in Sturbridge

Total rentals
20 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Sturbridge?
Yes! Work meets play with ease at over 10 vacation rentals in Sturbridge featuring dedicated workspaces. Stay connected and productive 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 house rentals in Sturbridge have wifi?
Absolutely! We offer over 10 house rentals with wifi in Sturbridge. Enjoy a tailored experience with all the comforts you desire.
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.
Are there family-friendly house rentals in Sturbridge?
Sturbridge has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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.

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