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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Guest favorite

Home in Sturbridge

4.96 out of 5 average rating, 173 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.

Jan 6 – 13

$182 per night

Guest favorite

Cottage in Sturbridge

4.96 out of 5 average rating, 122 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

Oct 10 – 17

$211 per night

Guest favorite

Farm stay in Southbridge

4.98 out of 5 average rating, 164 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.

Oct 14 – 21

$153 per night

Guest favorite

Home in Sturbridge

4.95 out of 5 average rating, 154 reviews

Sturbridge MA 3 BR 2 1/2 Bath Home on Cedar Lake

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 total. 4th bed is futon in part finished walkout bsmt/concrete floor. Min 3 night stay pref. Base weekday $315, Weekend $365. Premium rates seasonally/holidays. Local tax added by AirBnB. Ck-out 11 AM, Ck-in 3 PM unless arranged. Sorry no more pets.

Jul 16 – 23

$328 per night

Guest favorite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 336 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

UCONN Graduations coming soon, celebrate, relax. Enjoy the beautiful view from your private lakeside suite. 1,400 sq feet of living space. Featuring Queen bed in Master. Queen sofa in living area. Cozy indoor propane fireplace. Kitchen stove, full refrigerator, microwave. Enjoy private deck, propane fire pit, gaze at the moon & stars. Cook-Propane grill. Enjoy scenic walks around the lakes. Wake up to amazing sunrises. Pretty flowers, trees surrounding!! Now open-Woodstock Valley Country Store

Feb 9 – 16

$142 per night

Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Nov 15 – 22

$120 per night

Guest favorite

Home in Sturbridge

4.94 out of 5 average rating, 211 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

Nov 18 – 25

$430 per night

Guest favorite

Guest suite in Thompson

4.98 out of 5 average rating, 114 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!

Aug 23 – 30

$130 per night

Guest favorite

Home in Southbridge

4.94 out of 5 average rating, 307 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).

Jan 5 – 12

$170 per night

Guest favorite

Farm stay in Thompson

4.94 out of 5 average rating, 161 reviews

Wizard's Roost and Underhill Hollow

Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Oct 4 – 11

$100 per night

Guest favorite

Home in Sturbridge

4.96 out of 5 average rating, 115 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!

Aug 9 – 16

$799 per night

Guest favorite

Guest suite in Warren

4.95 out of 5 average rating, 266 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.

Dec 10 – 17

$63 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sturbridge vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Sturbridge's top sights

Old Sturbridge Village96 locals recommend

B.T.'s Smokehouse29 locals recommend

Publick House Historic Inn17 locals recommend

Walmart11 locals recommend

Wells State Park11 locals recommend

Yankee Spirits11 locals recommend

Other great vacation rentals in Sturbridge

Guest favorite

Farm stay in Southbridge

4.89 out of 5 average rating, 291 reviews

Scandanavian Wigwam with Sauna and Forest Baths

Jul 12 – 17

$119 per night

Guest favorite

Farm stay in Woodstock

4.98 out of 5 average rating, 168 reviews

Barn suite at Southwood Alpacas

Nov 1 – 8

$119 per night

Guest favorite

Apartment in Dudley

4.82 out of 5 average rating, 352 reviews

웃❤️유 PRIVATE STUDIO - SAFE GORGEOUS HIDEOUT

Jan 7 – 14

$81 per night

Guest favorite

Apartment in Ashford

4.97 out of 5 average rating, 221 reviews

Enjoy a Farm Stay without the Work

Dec 20 – 27

$63 per night

Guest favorite

Bungalow in Wales

4.9 out of 5 average rating, 185 reviews

Cozy Woodland Bungalow

Oct 21 – 26

$125 per night

Guest favorite

Apartment in Stafford

4.88 out of 5 average rating, 143 reviews

Historic 1 bedroom suite

Dec 28 – Jan 4

$76 per night

Guest favorite

Farm stay in Thompson

4.99 out of 5 average rating, 133 reviews

Rustic Farmette Studio w/ Hot Tub & seasonal pool

Jul 22 – 29

$171 per night

Guest favorite

Tiny home in Smithfield

4.97 out of 5 average rating, 593 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Aug 12 – 19

$128 per night

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Other great vacation rentals in Sturbridge

Guest favorite

Guesthouse in Uxbridge

5.0 out of 5 average rating, 123 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Mar 8 – 15

$141 per night

Guest favorite

Guest suite in Uxbridge

5.0 out of 5 average rating, 271 reviews

Beautiful, Unique, & Cozy Cedar Flat

Jun 14 – 21

$134 per night

Guest favorite

Guesthouse in Amherst

4.95 out of 5 average rating, 481 reviews

Cozy get-away!

Jan 30 – Feb 6

$89 per night

Guest favorite

Guest suite in Brooklyn

4.92 out of 5 average rating, 153 reviews

Affordable In-Law Apartment in Brooklyn, CT

Dec 20 – 27

$65 per night

Guest favorite

Apartment in Worcester

4.89 out of 5 average rating, 392 reviews

Private Suite with separate entrance in Worcester

Nov 19 – 26

$72 per night

Guest favorite

Apartment in Sturbridge

4.97 out of 5 average rating, 36 reviews

Main Street Suite

Aug 16 – 23

$148 per night

Guest favorite

Apartment in Brimfield

4.92 out of 5 average rating, 98 reviews

Lovely one bedroom apartment with own entrance

Jun 6 – 13

$109 per night

Guest favorite

Home in Sturbridge

5.0 out of 5 average rating, 13 reviews

Chic & Modern Studio Lakefront House with Loft

Aug 31 – Sep 7

$247 per night

Show all

Quick stats about vacation rentals in Sturbridge

Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
$20 before taxes and fees

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 a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area 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 $130 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 vacation rentals in Sturbridge?
Sturbridge has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Sturbridge vacation rentals

Top-rated vacation rentals in Sturbridge

Vacation rentals for every style

Cabins

Hotels

Unique stays

Popular amenities for Sturbridge vacation rentals

Stay near Sturbridge's top sights

Other great vacation rentals in Sturbridge

Farm stay in Southbridge

Farm stay in Woodstock

Apartment in Dudley

Apartment in Ashford

Bungalow in Wales

Apartment in Stafford

Farm stay in Thompson

Tiny home in Smithfield

Other great vacation rentals in Sturbridge

Guesthouse in Uxbridge

Guest suite in Uxbridge

Guesthouse in Amherst

Guest suite in Brooklyn

Apartment in Worcester

Apartment in Sturbridge

Apartment in Brimfield

Home in Sturbridge

Quick stats about vacation rentals in Sturbridge

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Sturbridge?

Do house rentals in Sturbridge have air conditioning?

Do house rentals in Sturbridge have a bbq area?

Do house rentals in Sturbridge have wifi?

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

Are there family-friendly vacation rentals in Sturbridge?

Destinations to explore