Charlestown vacation rentals

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Top-rated vacation rentals in Charlestown

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Guest favorite

Guest suite in South Kingstown

5.0 out of 5 average rating, 457 reviews

East Matunuck Studio-Close to Beach & Oyster Bar

Are you ready to leave your home for a getaway near the beach? Our cozy studio with a private entrance is located in a quiet neighborhood, 1 mile from East Matunuck State Beach and within walking distance of one of the most popular farm/pond-to-table restaurant-Matunuck Oyster Bar. Enjoy the local restaurants, walk along our beautiful beach, visit Block Island, Newport, Watch Hill or Mystic. We are 15 minutes from the University of RI - Enjoy a sports event or visit with your children or friend.

Sep 17 – 24

G$36,765 GYD per night

Guest favorite

Cottage in South Kingstown

4.93 out of 5 average rating, 107 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Completely remodeled & simply adorable studio cottage. 216 sq.ft. New central AC & heat, kitchen w/ stove, oven, refrigerator, sink, & cabinets. Outfitted w/ plates, dishes & cookware. Eating area has a drop leaf table seats 5! Comfortable, memory foam double bed w/ storage bins underneath. Bathroom w/ shower stall & pocket door. An outdoor shower for an easy post beach rinse too. Smoking not permitted in or on the premises. 2 parking spots on the property; NO BOATS/TRAILERS ALLOWED ON PROPERTY

Sep 9 – 16

G$33,792 GYD per night

Guest favorite

Farm stay in South Kingstown

4.99 out of 5 average rating, 297 reviews

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.

Dec 12 – 19

G$51,170 GYD per night

Guest favorite

Apartment in Stonington

4.99 out of 5 average rating, 137 reviews

The Moss Farm-private apt- Pawcatuck/Stonington

This very private one bedroom apartment is on the second floor of a farmhouse built in 1714. Located in the village of Pawcatuck in Stonington, CT, it is walking distance to downtown Westerly, RI. A short drive to Mystic, Watch Hill, CT/RI beaches, & casinos. Connecticut College, US Coast Guard Academy and the Groton Sub Base are nearby. The apartment is comfortably furnished with a full size bed and pull out sofa to accommodate a party of four. Exposed beams add character to a modern space.

Sep 6 – 13

G$23,642 GYD per night

Guest favorite

Guesthouse in Charlestown

4.88 out of 5 average rating, 268 reviews

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.

Oct 4 – 11

G$20,131 GYD per night

Guest favorite

Home in Charlestown

4.94 out of 5 average rating, 126 reviews

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.

Jul 22 – 29

G$165,596 GYD per night

Guest favorite

Farm stay in Hopkinton

4.98 out of 5 average rating, 192 reviews

Farm with a few goats on a lake close to beaches.

This is a bright walk out apartment in our home with a private entrance. We will be here but we give you all the privacy that you want. I have recently lost 3 goats. I still have two goats. This is a rural town 7 miles from Westerly, Rhode Island, and about 12 miles from Mystic. Please read the whole description of this property to make sure it is suitable for your family. Please read my reviews. I think my guests describe the accommodation even better than I do!

Oct 10 – 17

G$33,358 GYD per night

Guest favorite

Guest suite in North Kingstown

4.83 out of 5 average rating, 610 reviews

Morgan Cottage

We Know it's Winter and it's cold outside but you will love our cozy, relaxing, self contained one bedroom apartment, with its private access. Get away for a day or two or more for an invigorating forest or beach walk or explore the scenic south county or hang out in one of the funky bars and restaurants that are found from East Greenwich to Newport. And we are just a 10 minute stroll to the historic village of Wickford with its quaint shops and 18th Century seaside charm.

Nov 23 – 30

G$29,257 GYD per night

Guest favorite

Apartment in South Kingstown

4.93 out of 5 average rating, 112 reviews

Robinson Suite, Historic Wakefield Apartment

Enjoy easy access to everything from this perfect home base. Centrally located in downtown Wakefield. Walk to the bike path and restaurants. 10 minutes to town and state beaches. Beach Chairs and towels provided. 10 minutes to the University of Rhode Island and a perfect place for home football games. Laundry facilities on the property. Nicely appointed kitchenette, with a full refrigerator, microwave, toaster oven/ air fryer, and a Keurig coffee maker.

Feb 14 – 21

G$34,763 GYD per night

Guest favorite

Cottage in Charlestown

4.88 out of 5 average rating, 132 reviews

Pet-Friendly Private Beach Oceanfront Cottage A/C

Azure Cottage is traditional cedar shingled cottage directly on the private beach in Charlestown, RI with stunning views of Block Island Sound. With two bedrooms and a large queen loft, the cottage sleeps 6. Doggie guests are welcome for an amazing off-the-leash beach vacation. Handheld showers on stairs make washing sandy feet and paws a breeze. Why wait? Book now to reserve for your best summer vacation ever! Pet fees are $30/day per animal.

Dec 28 – Jan 4

G$146,614 GYD per night

Guest favorite

Guest suite in South Kingstown

4.94 out of 5 average rating, 116 reviews

Guest suite on private lake

Scenic lake-front guest suite and access to 2 kayaks. Lake is ideal for swimming, fishing and paddle boarding. Five minutes to the Amtrak station, thirty to Newport, RI and fifteen to RI's best beaches. If you are interested in touring New England, the location is ideal for day trips to Martha's Vineyard, Boston, and NYC. Property sits in the shadow of URI. The suite sleeps up to 2 comfortably, with a queen-sized bed.

Aug 17 – 24

G$30,257 GYD per night

Guest favorite

Guest suite in South Kingstown

4.99 out of 5 average rating, 149 reviews

Scholar's View

Scholar's View Come enjoy a peaceful retreat in the woods one-half mile from URI and just a few miles from the sea. Experience this beautiful setting in your own private suite (with private entrance) with a bedroom, private bathroom and sitting room. Come relax, write, or use as a home base as you enjoy the local beaches and excellent nearby restaurants. Ideal for visitors to URI.

Sep 12 – 19

G$25,232 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Charlestown vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Charlestown's top sights

East Beach49 locals recommend

Ninigret Park36 locals recommend

Charlestown Breachway36 locals recommend

The Charlestown Rathskeller29 locals recommend

Fantastic Umbrella Factory73 locals recommend

Ninigret National Wildlife Refuge21 locals recommend

Other great vacation rentals in Charlestown

Guest favorite

Home in Charlestown

4.96 out of 5 average rating, 103 reviews

Simply a Sanctuary at Watchaug

Feb 27 – Mar 6

G$67,143 GYD per night

Guest favorite

Apartment in North Kingstown

4.9 out of 5 average rating, 140 reviews

My Little House of Light

May 7 – 14

G$28,257 GYD per night

Guest favorite

Guesthouse in South Kingstown

4.95 out of 5 average rating, 173 reviews

Cute Little House in Town

May 24 – 31

G$35,049 GYD per night

Guest favorite

Guest suite in Westerly

4.93 out of 5 average rating, 117 reviews

Adorable in-law apartment with private entrance!

Aug 7 – 14

G$34,256 GYD per night

Guest favorite

Guest suite in New Shoreham

4.99 out of 5 average rating, 152 reviews

Hilltop Happiness

Oct 7 – 14

G$34,938 GYD per night

Guest favorite

Guest suite in Stonington

4.98 out of 5 average rating, 108 reviews

The Beacon- Guest Suite

Dec 19 – 26

G$29,770 GYD per night

Guest favorite

Guesthouse in Mystic

4.99 out of 5 average rating, 539 reviews

Gorgeous Waterfront Getaway

Dec 5 – 10

G$38,230 GYD per night

Guest favorite

Condo in Charlestown

4.94 out of 5 average rating, 16 reviews

The Breachway Bungalow

Dec 31 – Jan 7

G$40,276 GYD per night

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Other great vacation rentals in Charlestown

Guest favorite

Home in Charlestown

5.0 out of 5 average rating, 90 reviews

Quaint home in quiet spot not far from the beach!

May 6 – 13

G$59,516 GYD per night

Guest favorite

Guesthouse in Charlestown

4.97 out of 5 average rating, 71 reviews

Spacious and serene 2-bedroom ~ Close to beaches!

Nov 19 – 26

G$36,143 GYD per night

Guest favorite

Apartment in South Kingstown

4.85 out of 5 average rating, 20 reviews

In-law suite close to URI

Mar 2 – 9

G$27,704 GYD per night

Guest favorite

Cottage in South Kingstown

4.98 out of 5 average rating, 58 reviews

Heart Stone House

Feb 26 – Mar 5

G$33,904 GYD per night

Guest favorite

Cottage in South Kingstown

4.96 out of 5 average rating, 53 reviews

Cozy Cottage steps from the River! Kayak & Canoe

Nov 24 – Dec 1

G$31,346 GYD per night

Guest favorite

Guest suite in Westerly

4.98 out of 5 average rating, 42 reviews

Westerly Gap

Dec 21 – 28

G$34,729 GYD per night

Guest favorite

Home in Charlestown

4.95 out of 5 average rating, 20 reviews

Beach Getaway

Dec 22 – 29

G$75,020 GYD per night

Guest favorite

Apartment in Narragansett

4.96 out of 5 average rating, 47 reviews

Private In-law in Narragansett!

Feb 24 – Mar 3

G$26,276 GYD per night

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Quick stats about vacation rentals in Charlestown

Total rentals
180 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
5.1K reviews
Nightly prices starting at
G$6,255 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Charlestown?
Four-legged friends are welcome in Charlestown. Choose from more than 40 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.
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 house rentals in Charlestown have wifi?
Absolutely! We offer over 110 house 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.
How much does it cost to stay in house rentals in Charlestown?
Experience the best of Charlestown with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly house rentals in Charlestown?
Charlestown has more than 100 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Charlestown have a gym?
Absolutely! We offer over 10 house rentals with a gym in Charlestown. Enjoy a tailored experience with all the comforts you desire.

Charlestown vacation rentals

Top-rated vacation rentals in Charlestown

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Charlestown vacation rentals

Stay near Charlestown's top sights

Other great vacation rentals in Charlestown

Home in Charlestown

Apartment in North Kingstown

Guesthouse in South Kingstown

Guest suite in Westerly

Guest suite in New Shoreham

Guest suite in Stonington

Guesthouse in Mystic

Condo in Charlestown

Other great vacation rentals in Charlestown

Home in Charlestown

Guesthouse in Charlestown

Apartment in South Kingstown

Cottage in South Kingstown

Cottage in South Kingstown

Guest suite in Westerly

Home in Charlestown

Apartment in Narragansett

Quick stats about vacation rentals in Charlestown

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Charlestown?

Are there vacation rentals with a dedicated workspace in Charlestown?

Do cottage rentals in Charlestown have air conditioning?

Do house rentals in Charlestown have wifi?

Do cottage rentals in Charlestown have a bbq area?

How much does it cost to stay in house rentals in Charlestown?

Are there family-friendly house rentals in Charlestown?

Do house rentals in Charlestown have a gym?

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