
Vacation rentals in Charlestown
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Top-rated vacation 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.

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.

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.

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.

Quaint Cottage in Charlestown
Welcome to your perfect coastal getaway! Just 5 minutes from the beach, this charming, newly renovated cottage is your ideal escape by the sea. Thoughtfully updated with modern finishes, cozy furnishings, and breezy beach-inspired touches, it’s the perfect blend of comfort and coastal charm. Step inside to a warm and inviting living area with a smart tv, gas stove, and a kitchen equipped with the essentials. Upstairs, you’ll find a peaceful loft bedroom perfect for unwinding...

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.

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.

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.

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!

The Perch
Spring is in the air, encouraging lots of walks around the lake, visits to the local wineries and lovely 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.
Popular amenities for Charlestown vacation rentals
Stay near Charlestown's top sights
Other great vacation rentals in Charlestown

The Oyster Shell

3 bdrm private in-law suite w separate entrance

BEACH COTTAGE-NARRAGANSETT, RI (JEM) "OSPREY"

Harbor View Landing - Mystic, CT - The Patriot

Shoreline Cabin - trails, beach, lake, salt pond

Big Family Westerly Beach House & 2 parking pass

Lobster Lodge

Cappy's Cottage
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 CAD | $365 CAD | $355 CAD | $369 CAD | $418 CAD | $423 CAD | $488 CAD | $492 CAD | $417 CAD | $417 CAD | $404 CAD | $354 CAD |
| 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 vacation rentals in Charlestown

Total vacation rentals
Explore 180 vacation rentals in Charlestown

Nightly prices starting at
Charlestown vacation rentals start at $111 CAD per night before taxes and fees

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

Family-friendly vacation rentals
150 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
170 of Charlestown vacation 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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