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

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.

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.

Blue Dream BnB
This is a 1,400 sq ft private in-law apartment with your own locked entrance completely separate from the house. The 1st floor has two bedrooms with new queen beds and a full bath. The 2nd floor has a full kitchen, pull out couch, full bath and room for an inflatable bed. Child and dog friendly with pack n play and water bowls on hand. Please look at our reviews to see if we would be a good fit. A few miles from several local beaches, Newport and the Block Island Ferry. 4:20 friendly.

Sunny Days, Starry Nights | 10 Min to Beaches
☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties

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.

Room with a View on Spring Pond
Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

Single-Level 4BR | 1 Mi to Beach + Parking Pass
Escape to our peaceful home, perfect for a beach getaway, romantic weekend, family stay, or remote work retreat. Thoughtfully designed with open living spaces, private outdoor areas, and modern comforts. For beach lovers, the pristine Charlestown Beach is one mile away as well as the Ninigret Salt Pond for kayaking & paddleboarding. Our rental comes with the convenience of exclusive Charlestown Beach parking for one car for ease of access.

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

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!

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved lakeside haven on Pasquiset Pond, a place where comfort meets tranquility. Whether you're in search of a peaceful retreat or a cozy spot to reconnect with family, our home offers a warm and inviting escape, perfect for any season. When you're ready to explore, you'll discover beautiful beaches just 10-15 minutes away, along with the unique charm and vibrant local culture that make this area special.

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 Charlestown holiday rentals
Stay near Charlestown's top sights
Other great holiday rentals in Charlestown

Cozy Cottage - Beach Pass Included!

Quaint Cottage in Charlestown

The Breachway Bungalow

Shuck Shack: Waterfront, Marina Access, Oysters!

Beach Getaway

The Honey Bee country guest cottage near the beach

Ocean Ridge Escape

Post Coastal Cottage Green Hill- 6 lovely beaches!
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 SGD | $340 SGD | $399 SGD | $340 SGD | $385 SGD | $390 SGD | $449 SGD | $453 SGD | $383 SGD | $383 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 70 vacation rentals in Charlestown featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Charlestown?
Charlestown has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Charlestown?
Experience the best of Charlestown with our cottage rentals, starting at about $170 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Charlestown have air conditioning?
Absolutely! We offer over 120 house 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 30 cottage rentals with wifi in Charlestown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Charlestown have a bbq area?
Absolutely! We offer over 60 house rentals with a bbq area in Charlestown. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Charlestown?
Enhance your stay in our House Rentals with the most popular amenities: over 120 homes with air conditioning, over 60 homes with a bbq area, over 120 homes with wifi, 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 6,040 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
70 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

4.9 Average rating
Charlestown stays are highly rated by guests – averaging 4.9 out of 5!
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- Brown University
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Charlestown Beach
- Ocean Beach Park
- Bonnet Shores Beach
- Easton Beach
- Mystic Aquarium
- Mystic Seaport Museum
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Hammonasset Beach State Park
- University of Connecticut
- University of Rhode Island
- Easton's Beach
- South Shore Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Ocean Beach
- Blue Shutters Beach





