
Holiday rentals in Charlestown
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Top-rated holiday rentals in Charlestown
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Converted Country Church By The Beach
Welcome to our country church by the beach. Get the benefit of being just minutes from the beach yet the privacy of seeing stars at night in a woodsy setting. You'll be able to sit on your private patio at night with a fire under the string lights. Try our favorite ice cream shop down the street or a short drive to downtown Wakefield. Take the morning to surf & the afternoon to lay on the beautiful beaches. This apartment is perfect for families or small groups. Easily accessible on one level.

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.

Lavender Farm Private Luxury Suite
The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.

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.

Fireside Delights & Snowy Nights - Sleeps 7
WINTER GETAWAY ALERT: Cozy up on the RI Coast! Welcome to Woodhaus Westerly — a peaceful winter retreat minutes from downtown shops, breweries, and coastal walks. Enjoy 3 private wooded acres for starry-night bonfires, winter trails, and cozy nights by the wood stove with blankets, games, and movies. Dog + kid friendly with plenty of space to relax. Perfect for couples, families, or a remote-work refresh. ☀️Beach Pass returns for Summer 2026! View more photos and updates @Woodhaus_Properties

Unique Home with Panoramic Ocean and Pond Views
A unique and tranquil getaway, described beautifully by client reviews. Situated on Matunuck Point with sweeping views of the Atlantic Ocean, beautiful Block Island, boats coming in and out of historic Galilee Breach Way or enjoy watching surfers at Deep Hole. Love the beach? We have private access to East Matunuck 100 steps away. If your preference is the pond, Potters Pond is right in the back yard with a new beautiful custom built dock, with paddle boarding, and kayaking equipment.

Cozy All Season Cabin Near Beach at Rockbriar Farm
Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Shamrock House 2 miles to the beach, 4 mi to URI!
The Shamrock House 1st floor apartment is walking distance to local restaurants, bike path and shopping. Beach pass for the town beach. Newport is a 30 minute scenic drive away. This light filled, spacious 2 bedroom apartment comes with a fully equipped kitchen and new appliances. The apartment has a private entrance with parking and a private porch. The University of Rhode Island is 4.1 mile drive away. There are more than 15 beaches to visit in southern RI. Your adventure starts here.

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!

Privacy & Peacefulness @ Emerson Brook
A 2nd floor separate entrance and self-checkin / checkout make this your perfect getaway in Blackstone Valley (halfway between Worcester and Providence RI). A private deck and 400 sf of space - kitchen, bedroom, dining, living room and great work space - is all yours. The bathroom includes a clawfoot tub/shower. Expect a Keurig (with k-cups), great linens, wifi, cable and smart tv. Sit on your deck, grab a drink, relax and enjoy the sound and views of Emerson Brook Farm...

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.

Rhode to Bali - Town Beach Unit 3
We are excited to share our Air BnB, “Rhode to Bali” with you. We live on the property and are happy to help you get the most out of your Narragansett vacation. Our house has two apartments with separate entrances. Each one has a full bath, kitchen and bedroom with a high quality, comfortable queen bed . Walking distance to beach, park, restaurants, and coffee shops. We look forward to meeting you . Warmly, Carolyn Plante
Popular amenities for Charlestown holiday rentals
Stay near Charlestown's top sights
Other great holiday rentals in Charlestown

Beach pass included! Sleeps 8, spacious, emaculate

Beautiful ocean views

Stay in the Heart of Downtown Wakefield - Sleeps 8

Quaint Cottage in Charlestown

Windrush Cottage cozy charm, walk to ocean & ponds

Garden View Getaway

Comfortable Clean 3-Room Private Suite Westerly RI

Charlestown Beach Home ! 3 bedrooms; 4 beds
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $327 SGD | $336 SGD | $327 SGD | $340 SGD | $385 SGD | $390 SGD | $449 SGD | $453 SGD | $384 SGD | $384 SGD | $372 SGD | $326 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Charlestown?
Four-legged friends are welcome in Charlestown. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Charlestown?
Yes! Work meets play with ease at over 80 vacation rentals in Charlestown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly cottage rentals in Charlestown?
Charlestown has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Charlestown?
Experience the best of Charlestown with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Charlestown have air conditioning?
Absolutely! We offer over 20 cottage rentals with air conditioning in Charlestown. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Charlestown have wifi?
Absolutely! We offer over 20 cottage rentals with wifi in Charlestown. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Charlestown have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Charlestown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Charlestown?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with a bbq area, over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Charlestown

Total holiday rentals
Explore 180 holiday rentals in Charlestown

Nightly prices starting at
Charlestown holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 6,510 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
170 of Charlestown holiday rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Charlestown rentals

4.8 Average rating
Charlestown stays are highly rated by guests – averaging 4.8 out of 5!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Mohegan Sun
- Roger Williams Park Zoo
- Bonnet Shores Beach
- East Matunuck State Beach
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Point Judith Lighthouse
- Orient Beach State Park
- Salty Brine State Beach
- East Hampton Main Beach
- Wölffer Estate Vineyard
- Narragansett Town Beach
- Ocean Beach
- Easton's Beach




