
Family-friendly vacation rentals in Charlestown
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Charlestown

Total vacation rentals
Explore 150 vacation rentals in Charlestown

Nightly prices starting at
Charlestown vacation rentals start at G$29,283 GYD per night before taxes and fees

Verified guest reviews
Over 4,540 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of Charlestown vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Charlestown rentals

4.9 Average rating
Charlestown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Charlestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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!

Estate with lake near beaches & Westerly
Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.

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. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.

Waterfront Secluded Home with Dock
Nestled down a private road, enjoy a lovely waterfront home with sweeping 180 degree views of Potter’s Pond. Newly renovated and meticulously decorated. Unwind and relax on the back deck watching the extensive variety of birds and breathtaking sunsets. Spend your days exploring the pond in kayaks or try your hand at clamming, steps from the house. Located 1 mile from East Matunuck Beach, 1 mile from Tennis, Pickleball and Basketball courts. Walking distance to the renowned Matunuck Oyster Bar.

Ocean Road Residence - Walk to Ocean!
This beautifully renovated, spacious home has a wrap around deck overlooking spectacular ocean views on an acre lot. A fully equipped kitchen, beautiful hardwood floors, central air, flat screen TV and a stone fireplace make your stay fun and exciting all year long. This lovely home is a very short walk to the ocean; 1.5 - 2 miles from town and state beaches; less than 10 mins. from the Block Island Ferry and 20 mins. from Newport. Come and enjoy the sights and activities of Narragansett, RI!

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!

2 Acre Lakefront Getaway (Sauna/Firepit/Kayaks)
Step into our beloved family lake house on Pasquiset Pond. It’s a quiet, cozy spot designed for unwinding and spending quality time with family, no matter the season. Catch sunrises right over the pond, gather by the fire pit for sunsets, and bring your dogs along for a cozy getaway! When you’re ready to get out and explore, beautiful ocean beaches are just 10 to 15 minutes away, alongside nearby nature reservations with great walking trails, local shops, and coastal spots to check out.

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

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.

Coastal Paradise Stunning Water View Walk to Beach
Stunning 8BR Beach House: Water Views, Decks, Walk to Beach! This beautiful 3-story, 8BR, 4.5BA retreat is a short stroll to the beach. Enjoy phenomenal water views from two large decks. The second floor hosts the kitchen, dining area, and living room, opening onto the deck. Kitchen features a massive quartz island, stainless steel appliances, and hardwood dining table seating 12. The living room boasts a large sleeper couch and 65" 4K HD TV.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

FREE Heated Swim Spa, Pool Table, BBQ

Perfect New England Getaway has a pool/ hot tub

Unobstructed Water Views & Huge Patio with Hot Tub

Wickford Beach Chalet Escape

Cozy SK Cottage

Casino Stay & Play House w/Hot Tub, Game Room

Morgan Suite - spacious | hot tub | water views!

Waterfront cottage overhanging the water!
Family- and pet-friendly home rentals

Charming Waterfront cottage

Ocean views! Scarborough Beach, Narragansett, RI

The Surf Shack - Ocean Views From Every Room

Romantic water view cottage - CASITA AL MAR

Momma Bears Bungalow

Simple Cottage-Pet Welcoming + Beach Pass Included

Room with a View on Spring Pond

Charming Dunn’s Corners (Westerly) Cape
Family-friendly home rentals with a pool

Heated Salt Pool | Near Newport, Beaches | Pkg 4 6

Nature's Nook

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

Homestead Near Mystic, Casinos & Beaches

Walk to Casino with POOL+HOT TUB

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

Top Rated Villa located near Mohegan Sun & Mystic

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,919 GYD | G$64,842 GYD | G$65,051 GYD | G$73,209 GYD | G$83,667 GYD | G$87,223 GYD | G$83,667 GYD | G$83,876 GYD | G$74,045 GYD | G$67,979 GYD | G$66,724 GYD | G$62,959 GYD |
| 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 |
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- Mohegan Sun
- Foxwoods Resort Casino
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- Ocean Beach Park
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