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.

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Top guest favourite
A bright living room features large windows allowing natural light to fill the space. Two colorful wall art pieces adorn the light blue walls. A comfortable seating arrangement includes a white sofa and wicker chairs set around a coffee table, creating an inviting atmosphere.
Guest house in Charlestown
4.97 out of 5 average rating, 102 reviews

Spacious and serene 2-bedroom ~ Close to beaches!

“The Nest” is a spacious, serene 2 bedroom apartment built above our stand alone storage garage. Upon entering the 1000 sq ft space you are greeted with an open floor plan boasting cathedral ceilings, modern wet bar/kitchenette, bright living room and dining area. Sliders open to private deck with wooded view. A full bath, 2 bedrooms and add’l sleeping nook off the main living area complete the space. Also on the property are a cottage and 1800s Colonial home. Close to beaches, URI & more!

Top guest favourite
A spacious kitchen features a large island with intricate granite countertops and an integrated cooktop. Elegant dining chairs surround a rustic table, while large windows provide a view of the lavender field. Wood paneling and a flat-screen TV add warmth to the inviting atmosphere.
Farm stay in South Kingstown
4.99 out of 5 average rating, 372 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.

Top guest favourite
An inviting living space is characterized by high post and beam cathedral ceilings, with a floor-to-ceiling fieldstone fireplace as a focal point. Cozy seating is arranged around a central coffee table, with warm lighting provided by string lights. The area reflects a blend of rustic charm and modern comfort.
Cabin in Westerly
5 out of 5 average rating, 169 reviews

Sunny Days, Starry Nights | 10 Min to Beaches

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

Top guest favourite
The cottage is surrounded by vibrant greenery and colorful flowering shrubs. A tall American flag waves in front of the charming structure, which features a blue door and windows framed by shingle siding. A white picket fence enhances the quaint curb appeal of the home.
Cottage in South Kingstown
4.94 out of 5 average rating, 139 reviews

The Snug Cottage: Walk to Water-Newly Renovated

Simply adorable studio cottage. 216 sq.ft. Central AC & heat, kitchen w/stove, oven, refrigerator, sink, & cabinets. Outfitted w/ plates, dishes & cookware. Eating area w/ drop leaf table. 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. No smoking in or on the premises. 2 parking spots at property; NO BOATS, RVs/TRAILERS ALLOWED ON PROPERTY . No street parking. No candles. RE-01712-STR

Guest favourite
The exterior of the vintage cabin features a welcoming porch with two green chairs and various potted plants. The cabin has a clean, white facade with dark doors, surrounded by a lush green lawn and trees, inviting a sense of tranquility.
Guest house in Charlestown
4.88 out of 5 average rating, 328 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.

Top guest favourite
Home in South Kingstown
4.98 out of 5 average rating, 136 reviews

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!

Top guest favourite
The exterior view features a partially shaded wooden deck with a gas grill, surrounded by landscaped areas and a variety of shrubs. A smooth stone pathway leads to the entrance, and a grassy area extends beyond, framed by trees in the background.
Flat in South Kingstown
4.95 out of 5 average rating, 155 reviews

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.

Guest favourite
A cozy living area features neutral tones and modern finishes. A blue sofa is paired with a patterned area rug, accompanied by a round coffee table. Natural light enters through large windows adorned with bamboo shades, creating a warm, inviting space.
Cottage in Charlestown
4.96 out of 5 average rating, 27 reviews

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...

Superhost
A bright studio space features a spacious bed layered with neutral tones and decorative pillows. A gray sofa is positioned nearby, accompanied by neatly stacked linens. Soft natural light enters through a curtain, illuminating framed beach photography on the walls and a round mirror reflecting the serene ambiance.
Apartment in Charlestown
4.86 out of 5 average rating, 42 reviews

The Breachway Bungalow

This bright bungalow STUDIO is everything you need & more in the perfect central location! Enjoy a cozy weekend getaway in the stocked kitchenette or unwind after a fun filled day at the beach or by the outdoor fire pit with s’more’s! Just a short drive to the local beaches, lakes, parks, and trails or Mystic Village and the CT casinos. Perfect remote work space with VR Wi-Fi & a stocked coffee/espresso bar! It’s perfect for two adults or two adults and a child.

Top guest favourite
Home in Charlestown
5 out of 5 average rating, 34 reviews

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.

Guest favourite
An outdoor dining area features a sturdy table surrounded by comfortable chairs, set beneath a pergola adorned with green vines. The tranquil pond and lush greenery are visible in the background, creating a peaceful setting for meals or gatherings.
Home in Charlestown
4.86 out of 5 average rating, 14 reviews

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.

Guest favourite
A waterfront view features calm blue waters extending towards the horizon, framed by a white railing. The sky above is dotted with fluffy clouds, complementing the serene landscape of the pond and surrounding vegetation.
Home in Charlestown
4.91 out of 5 average rating, 112 reviews

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!

Popular amenities for Charlestown holiday rentals

When is the best time to visit Charlestown?

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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 house rentals in Charlestown?

    Experience the best of Charlestown with our house rentals, starting at about $130 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 apartment rentals in Charlestown have wifi?

    Absolutely! We offer over 10 apartment 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 Apartment Rentals in Charlestown?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 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 €69 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!