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Holiday rentals in Charlton

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Top-rated holiday rentals in Charlton

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

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Farm stay in Southbridge

4.89 out of 5 average rating, 290 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!

15–20 Jun

$172 SGD per night

Guest favourite

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

11–18 Jun

$332 SGD per night

Guest favourite

Flat in Woodstock Valley

4.93 out of 5 average rating, 335 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

22–29 Apr

$180 SGD per night

Guest favourite

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!

23–30 Aug

$203 SGD per night

Guest favourite

Home in Sturbridge

4.94 out of 5 average rating, 210 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

16–23 Dec

$530 SGD per night

Guest favourite

Guest house in Uxbridge

5.0 out of 5 average rating, 123 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

18–25 Aug

$220 SGD per night

Guest favourite

Farm stay in Thompson

4.94 out of 5 average rating, 160 reviews

Wizard's Roost at 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.

21–28 Oct

$157 SGD per night

Guest favourite

Home in Sturbridge

4.96 out of 5 average rating, 112 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!

27 Sep – 4 Oct

$1,095 SGD per night

Guest favourite

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.

27 Sep – 4 Oct

$97 SGD per night

Guest favourite

Farm stay in Thompson

4.99 out of 5 average rating, 133 reviews

Rustic Farmette Studio w/ Hot Tub & seasonal pool

Relax and rejuvenate at this unique getaway on 20 acres in CT’s Quiet Corner. Just an hour from Boston, Providence, & Hartford, enjoy this private in-law studio with beautiful forest views. Lounge in bath robes & soak in the hot tub, take a walk along the trails, enjoy local vineyards, or explore antiques. Folks from all backgrounds and identities are welcome at The Farmette. Ideal for couples, solo travelers, a small family. Please include all individuals (&pets) in your booking.

19–26 Aug

$268 SGD per night

Guest favourite

Flat in Brimfield

4.98 out of 5 average rating, 138 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.

7–14 Aug

$204 SGD per night

Guest favourite

Barn in Holden

4.9 out of 5 average rating, 377 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll through our Lavender Labyrinth and hike our 1 mile nature walk. Convenient to local skiing & golfing.

10–17 Jun

$251 SGD per night

Holiday rentals for every style

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Hotels

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Popular amenities for Charlton holiday rentals

Free parking on premises

Air conditioning

Stay near Charlton's top sights

Tree House Brewing Company, LLC61 locals recommend

Buffumville Lake Park4 locals recommend

Thai Orchid3 locals recommend

Other great holiday rentals in Charlton

Guest favourite

Home in Sturbridge

4.96 out of 5 average rating, 173 reviews

Modern Lakeview House -Chef's Kitchen, Strong Wifi

18–25 Sep

$286 SGD per night

Guest favourite

Home in Leicester

4.94 out of 5 average rating, 109 reviews

Cozy Lake House

3–10 Dec

$298 SGD per night

Guest favourite

Guest suite in Uxbridge

4.99 out of 5 average rating, 134 reviews

The 1780 Suite

11–18 Jan

$141 SGD per night

Guest favourite

Tiny home in Smithfield

4.97 out of 5 average rating, 591 reviews

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

25 Nov – 2 Dec

$214 SGD per night

Guest favourite

Farm stay in Southbridge

4.98 out of 5 average rating, 163 reviews

High Grass Farm

1–8 Nov

$237 SGD per night

Guest favourite

Home in Southbridge

4.94 out of 5 average rating, 306 reviews

Charming Cape--Kid & Dog Friendly 🐾

21–28 Dec

$288 SGD per night

Flat in Worcester

4.89 out of 5 average rating, 392 reviews

Private Suite with separate entrance in Worcester

8–15 Jan

$111 SGD per night

Guest favourite

Cabin in Webster

4.92 out of 5 average rating, 144 reviews

The Camp

10–17 Oct

$193 SGD per night

Quick stats about holiday rentals in Charlton

Total rentals
10 properties
Wifi availability
10 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
990 reviews
Nightly prices starting at
$27 SGD before taxes and fees

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