
House holiday rentals in Charlestown
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Top-rated house rentals in Charlestown
Guests agree: these houses are highly rated for location, cleanliness and more.

Private beach; firepit, outdoor shower, 2 kitchens
Rent the entire two-family home located one mile from a private beach in the popular Bonnet Shores. Enjoy the convenience of two kitchens and two living areas under one roof. People love this setup for vacation! (We never rent the two units separately.) Fire pit, grill, outdoor shower, yard games, AC, outdoor balcony, smart TVs, washer/dryer. 5 min drive to other beaches/center of town. Close to Newport/Block Island Ferry. Firewood provided. Linens provided. Complimentary bottle of wine.

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.

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!

Charming home just a few miles from the beach!
Welcome to Good Vibrations! **New for 2026: an addition of a new master suite for a total of 4 bed, 2 bath** It is located 3 miles from the beach as well as 3 miles from downtown Westerly. The house is in the middle of everything you could need to make your stay more enjoyable; it's within walking distance to restaurants, groceries, and ice cream. Mystic village/aquarium, casinos, and museums are all within 25 minutes. We are on a nice half acre yard perfect for yard games and families.

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.

Winter by the Sea | Fire Pit | Near Newport
Welcome to Orange Door Rhody, your peaceful winter 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.

Cozy cottage on the water
Escape to our idyllic 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!

Cozy beach house close to beaches with Fire Pit
Escape to our recently renovated (May 2023) beach house! This bright, 3-bedroom home comfortably sleeps your group with king, queen, and bunk beds. Features a modern kitchen, two pristine bathrooms, and a bonus lower-level playroom with a TV and toys. Perfectly located just a 5-minute drive from local beaches, nature reserves, and shops. Ideal for families and groups seeking a coastal adventure.
Popular amenities for house rentals in Charlestown
House rentals with a pool

Casino Wine Down House with Winter Igloo

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

Beauty and the Beach!

Beachfront W/ Hot Tub, Sauna, Pool & Panoramic View
Weekly house rentals

Vineyard Studio at Spar Point Farm Block Island

Westerly Beach Days & Downtown Nights | 3BA

Shorebreak Cottage

Water’s Edge Beach Haven

The Travel Bum’s Hideaway

Stunning Private Oceanfront Home

Striped Bass Villa - Beachfront Vacation Home

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

Moonstone Beach Retreat

Quonnie Beach House Walk to the beach

The Nest on Little Rest New Host - Intro Rates!

Ocean Front Property in Wickford Village

The Sea Loft. Walk to private beach + kayaks.

The empty nest!

Beautiful house near Charlestown beaches

Quiet Waterfront Cottage
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $386 SGD | $386 SGD | $386 SGD | $398 SGD | $445 SGD | $451 SGD | $517 SGD | $540 SGD | $445 SGD | $392 SGD | $438 SGD | $412 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 $140 SGD per night before taxes and fees

Verified guest reviews
Over 3,550 verified reviews to help you choose

Family-friendly holiday rentals
110 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 lake access Charlestown
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- Rentals with a fireplace Charlestown
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- Rentals with outdoor seating Charlestown
- Rentals with a kayak Charlestown
- Rentals with a patio Charlestown
- Waterfront rentals Charlestown
- Family-friendly rentals Charlestown
- Rentals with a washing machine and dryer Charlestown
- Rentals with beach access Charlestown
- Rentals with a firepit Charlestown
- Pet-friendly rentals Charlestown
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- Mohegan Sun
- The Breakers
- East Matunuck State Beach
- Bonnet Shores Beach
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Narragansett Town Beach
- Easton's Beach
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- Bluff Point State Park
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