
Holiday houses in Charlestown
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Top-rated holiday rentals in Charlestown
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Waterfront Tiny House in Matunuck
Waterfront tiny house with dock access to the clearest salt pond in the state only 15 steps from the front door. Bring or locally rent kayaks or paddle boards to explore the pond, walk to one of the best beaches in RI, and pop next door to one of America's top rated oyster bars (rated #17 by Food & Wine) for a dinner with a view. Wind down with the sunset or keep the fun going with lawn or board games before snuggling up with a movie before bed. Come stay at the best kept secret in Rhode Island.

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.

Beautiful ocean views
Take it easy at this unique and tranquil getaway located right on salt pond with magnificent ocean views featuring a large deck to soak the scenery. Located right next door you will find Snug Harbor Marina offering a full bait and tackle store as well as the snack bar serving breakfast and lunch. Cottage is less than two miles from East matunuck beach, matunuck oyster bar & Captin’n Jacks This unit has twin bunk beds and a futon, oven, stove, refrigerator, microwave, Keurig, and bathroom.

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.

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.

Gorgeous Lake house retreat
Gorgeous lake house with high end finishes and updates throughout. Nestled directly on the exclusive Indian Lake, you have direct access to the lake for fishing, swimming, kyaking and and anything else you desire. Excellent place for families and couples alike. Close to all Narragansett beaches and a 10 minute ride to Point Judith for block island ferry. Just off RT1 our lake house retreat is easily accessible to major highways and just 20 min to newport

Pondfront Retreat Near Beaches
Wake up to serene water views and spend your days relaxing on the deck, exploring the pond, or sipping coffee while watching the wildlife. This cozy 3-bedroom cottage is perfect for families, couples, or a quiet retreat. Enjoy a well-equipped kitchen and bright living space that opens outdoors. Lounge in the sun, hit the beach, or stargaze by night. Minutes from Charlestown Beach, trails, and great local dining—your perfect escape awaits.

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!
Popular amenities for Charlestown holiday rentals
Stay near Charlestown's top sights
Other great holiday rentals in Charlestown

RI Perfect Misquamicut Beach Cottage Get-Away

Cozy Cottage - Beach Pass Included!

Windrush Cottage cozy charm, walk to ocean & ponds

Garden View Getaway

Briggs Farm Beach Cottage

Ocean View The Marilla Matunuck walk to beach

Water's Edge- 3 bed, 1.5 bath home with dock.

Shorebreak Cottage
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $363 AUD | $373 AUD | $363 AUD | $377 AUD | $427 AUD | $432 AUD | $498 AUD | $502 AUD | $425 AUD | $425 AUD | $413 AUD | $361 AUD |
| 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 $114 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
170 of Charlestown holiday rentals include Wi-Fi 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
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- Easton Beach
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