
House holiday rentals in Charlestown
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Quick stats about house rentals in Charlestown

Total holiday rentals
Explore 120 holiday rentals in Charlestown

Nightly prices starting at
Charlestown holiday rentals start at $166 SGD per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
120 of Charlestown holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charlestown rentals

4.9 Average rating
Charlestown stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Charlestown
Guests agree: these houses are highly rated for location, cleanliness and more.

Estate with lake near beaches & Westerly
Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

Cheerful Cozy Colonial
Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Waterfront Secluded Home with Dock
Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

Heart Stone House
This peaceful and centrally-located place is a sunny and spacious modern one-bedroom cottage located in the heart of historic Wakefield. We're minutes from many RI beaches. Stroll downhill to a lovely park on Saugatucket River, then cross the charming footbridge into town. Here you'll find a variety of restaurants, cafes, and ice cream, plus excellent community theater, yoga, and interesting shops. Relax inside this light-filled home or sit out on the deck overlooking the gardens and town.

Brand New Private House in a Charming Beach Town
Stunning new house in a quiet neighborhood! 10 minutes to beaches! Enjoy this 3 bedroom home all to yourself with a spacious kitchen, grill & patio. Centrally-located and just a few minutes from historic downtown Westerly, less than 20 minutes from Mystic attractions (aquarium, seaport museum, village) and the Foxwoods Resort and Casino and outlets. Great backyard, toys, books for kids! Fireplace! Washer, dryer, and dishwasher for convenience. Public basketball and tennis courts across st.

Momma Bears Bungalow
Our property is centrally located from all beaches in South County Rhode Island. Walking distance to shopping and groceries also a playground if you have children. Enjoy this beautiful home that we poured our heart and soul into ourselves. There are custom countertops along with the soft touches to make you feel at home. The bathroom is extremely spacious. There is a wide open living/dining area . One queen Bedroom with lots of space. A twin bedroom that extends into a king bed.

Stunning Waterfront Cottage with Big Yard & Dock!
Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!

Minutes to Charlestown, Greenhill, Matunuk Beaches
Summer vacation home between Greenhill Beach Rd and Charlestown Beach Rd. Quiet area great for riding bikes and walks! Sleeps 8! 3 BRs, pull out sofa bed on new 4 season porch. Fully equipped kitchen. W/D. Large patio great for grilling. Outdoor shower. Plenty of parking available . Very clean and comfortable! Nightly or weekly rates. Beach parking pass included for S Kingstown Town Beach off Matunuk Beach Rd! Bed linens and towels NOT included. Pet free smoke free home!

South County House
South County House is a 1500 sq ft two bedroom, 1.5 bath cape built in 1936 that sits on nearly an acre of land, 3/4 of a mile from the ocean in Westerly, RI. It borders preserved forest, and there is a small family farm across the street. The house has been thoughtfully redesigned and renovated with relaxation in mind, and provides an ideal escape from the distractions and noise of modern life. Recently featured in Vogue, Architectural Digest, Travel + Leisure, Remodelista, etc.

Spacious RI Beach Escape
Super-cute 3 bedroom, 2 bathroom house with big yard, deck and enclosed outdoor shower. Located on a quiet cul-de-sac just minutes from Charlestown Beach and walking distance to local restaurants and shops. Beautiful sunroom just off the kitchen provides bonus living space. There are multiple spots to comfortably work from home with strong connection for video calls. New Casper mattresses in every bedroom. Perfect for family vacation, a weekend with friends or a long-term stay.

Cozy cottage on the water
Escape to our idyllic, air conditioned beach house nestled by Green Hill Pond! Just a quick kayak or bike journey to the beach. Embrace tranquility by the saltwater pond, connected to the ocean. Enjoy essentials nearby - bakery, restaurant, ice cream shop, and grocery store. Begin your day with breakfast on the waterside deck, kayak to the beach, and unwind with serene pond vistas. Dive into a beach escape like no other – book now!

The Perch
Spring is in the air, encouraging lots of walks around the lake, visits to the local wineries and lovely walks on the beaches of Rhode Island. Nestled in the trees on a quiet lake this home is designed to be a sanctuary and a launch pad for outdoor adventures. Visit North Stonington, Stonington, Westerly and Mystic then return to your quiet spot. A short drive to store, casinos, wineries, and a walk to the forest for hikes.
Popular amenities for house rentals in Charlestown
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches

Casino Wine Down House w/Pool, Game Room, Big Deck

Breathtaking home with unforgettable views & pool!

FREE Private Indoor Heated Pool - Mystic Home

Perfect New England Getaway has a pool/ hot tub

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

mid century ranch style house on farmland

Nature's Nook
Weekly house rentals

Coastal Cottage | 2mi to Charlestown Beach

Historic Waterfront Oasis in Shelter Harbor

Quonnie Beach House Walk to the beach

Walk to Downtown Westerly | Near Beaches | 4BR 3BA

The Classey Cottage

"America's Cup" Beach Cottage

Oasis by the Beach (BEACH PASS included)

Quiet Cottage by the Beach w/Beach Pass
Private house rentals

Family Escape Near Narragansett and SK Beaches

Matunuck Beach Coastal Getaway

Beach House Near East Matunuck State Beach

Coastal Hideaway - Newly Renovated in Charlestown

Bring your paddle board or kayak

Private Summer Cottage! Super Host!

Charming Coastal Cottage Charlestown Beach Area

Sunset Sanctuary - Beachfront Vacation Home
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $389 SGD | $399 SGD | $399 SGD | $401 SGD | $448 SGD | $454 SGD | $521 SGD | $544 SGD | $448 SGD | $396 SGD | $442 SGD | $415 SGD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with outdoor seating Charlestown
- Waterfront rentals Charlestown
- Family-friendly rentals Charlestown
- Rentals with lake access Charlestown
- Rentals with a kayak Charlestown
- Beach house rentals Charlestown
- Rentals with beach access Charlestown
- Rentals with a patio Charlestown
- Beachfront rentals Charlestown
- Pet-friendly rentals Charlestown
- Cottage rentals Charlestown
- Rentals with a fireplace Charlestown
- Rentals with a washing machine and dryer Charlestown
- Rentals with a firepit Charlestown
- Flat rentals Charlestown
- House rentals Washington County
- House rentals Rhode Island
- House rentals United States
- Beach
- Brown University
- Charlestown Beach
- East Matunuck State Beach
- Ocean Beach Park
- Mohegan Sun
- Bonnet Shores Beach
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- Foxwoods Resort Casino
- Mystic Seaport Museum
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- South Shore Beach
- Blue Shutters Beach
- Orient Beach State Park
- Amagansett Beach
- Easton's Beach
- Ocean Beach
- Fort Adams State Park
- University of Connecticut





