
House holiday rentals in Charlestown
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Top-rated house rentals in Charlestown
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Artist studio in the woods
Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. As of 1/1/26 booking rate will be $120 per day. Pool $20 seasonal.

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.

The Surf Shack - Ocean Views From Every Room
This home was featured in the June 2021 issue of SO RI magazine! Located on a quiet cul-de-sac this home has a welcoming front porch with ocean views, an open concept family room w/ fireplace, a spacious eat-in kitchen and a park-like backyard. Private beach connects to Scarborough State Beach. There are 3 king bedrooms and a separate kids room. Master bath has a jacuzzi tub and 2nd bath has a standing rain shower with sprawling marble sink. House has towels, beach chairs and bikes.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

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!

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. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

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.

Autumn by the Sea | Fire Pit | Near Newport
Welcome to Orange Door Rhody, your peaceful fall retreat in Bonnet Shores. This cozy coastal cottage offers the best of both worlds — a private neighborhood beach just a short walk away and the charm of Newport only minutes from your door. Perfect for couples, small families, or remote workers seeking quiet comfort by the sea. Just 1 mile from the beach, enjoy a leisurely walk to the ocean! 15 min to Newport or Block Island Ferry

Cute and Close to Beaches and Town
A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

The Perch
Fall is in the air, encouraging lots of walks around the lake, visits to the local wineries and brisk 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.

Simple Cottage 5 minutes to beach + restaurants
Quaint 2 bedroom beach cottage that sleeps 4 is ideally suited for laid back friends and family groups who have a passion for the beach and who don't mind sharing a bathroom. Located within 3 miles of Rhode Island’s scenic beaches you can take your bike to our local coffee shop, restaurants, salt ponds, and oceanfront. 20% discount for stays a week +
Popular amenities for house rentals in Charlestown
House rentals with a pool

Homestead Near Mystic, Casinos & Beaches

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

Lux 4BR Private Indoor Heated Pool - Mystic Home

Perfect New England Getaway has a pool/ hot tub

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

Casino Stay & Play House

mid century ranch style house on farmland

Nature's Nook
Weekly house rentals

Peaceful Beach Retreat/Casino Stay Alternative

Momma Bears Bungalow

Lake House w/Game Rm 5 Min From Foxwoods & Mohegan

Modern & Clean Westerly Stay | Winter Specials

Shorebreak Cottage

Luxury Cottage on the Potowomut River 2bd/2b

Ocean Front Property in Wickford Village

Cozy Beach House 5 Min Walk to Water
Private house rentals

Spacious 3BR-Hidden Gem w/ Beach Access

Charlestown Friend/Family Oasis

Live Your Dream! Ocean Views, Steps to the Beach!

Luxury waterfront retreat

The Travel Bum’s Hideaway

The empty nest!

Private Holiday Cottage! Super Host!

New Centrally located Stylish Modern Farmhouse
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $396 SGD | $396 SGD | $396 SGD | $408 SGD | $456 SGD | $462 SGD | $530 SGD | $554 SGD | $456 SGD | $436 SGD | $401 SGD | $396 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 |
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 $130 SGD per night before taxes and fees

Verified guest reviews
Over 3,480 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!
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- Rentals with a fireplace Charlestown
- Rentals with beach access Charlestown
- Rentals with lake access Charlestown
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- Waterfront rentals Charlestown
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- Family-friendly rentals Charlestown
- Rentals with a firepit Charlestown
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Point Judith Country Club
- Ocean Beach Park
- Easton Beach
- Blue Shutters Beach
- Groton Long Point Main Beach
- Oakland Beach
- Napeague Beach
- Roger Williams Park Zoo
- Horseneck Beach State Reservation
- Second Beach
- Sandy Beach
- Amagansett Beach
- Ninigret Beach
- The Breakers
- Island Park Beach
- Groton Long Point South Beach
- Goddard Memorial State Park
- Clinton Beach
- South Shore Beach
- Grove Beach
- Giants Neck Beach




