
Family-friendly holiday rentals in Charlestown
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charlestown
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Waterfront Tiny House in Matunuck
Waterfront tiny house with dock access to the clearest salt pond in the state only 15 steps from the front door. Bring or locally rent kayaks or paddle boards to explore the pond, walk to one of the best beaches in RI, and pop next door to one of America's top rated oyster bars (rated #17 by Food & Wine) for a dinner with a view. Wind down with the sunset or keep the fun going with lawn or board games before snuggling up with a movie before bed. Come stay at the best kept secret in Rhode Island.

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.

Fireside Delights & Snowy Nights - Sleeps 7
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

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!

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.

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.

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.

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!

Cute and Close to Beaches and Town
A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!
Popular amenities for Charlestown family-friendly rentals
Family-friendly home rentals with a hot tub

Hot tub with river & casino view

Breathtaking home with unforgettable views & pool!

Perfect New England Getaway has a pool/ hot tub

Wickford Beach Chalet Escape

FREE Heated Swim Spa, Pool Table, BBQ

Morgan Suite - spacious | hot tub | water views!

Unobstructed Water Views & Huge Patio with Hot Tub

Casino Stay & Play House w/Hot Tub, Game Room
Family- and pet-friendly home rentals

Room with a View on Spring Pond

Carriage House Guest Suite

The Salty Life

Seaside Serenity

Charming Dunn’s Corners (Westerly) Cape

Pet Friendly Bungalow!!!

Charming Waterfront cottage

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly
Family-friendly home rentals with a pool

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

Jamestown:Coastal Cottage in town near beach/Nwp

Cozy Barrington Home with a Private Pool

Peaceful Oasis steps from Mohegan Sun

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

Two floor Norwich Spa Villa near Mohegan Sun

mid century ranch style house on farmland

Nature's Nook
When is the best time to visit Charlestown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £206 | £224 | £227 | £232 | £262 | £262 | £299 | £300 | £265 | £243 | £238 | £225 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Charlestown

Total holiday rentals
Explore 150 holiday rentals in Charlestown

Nightly prices starting at
Charlestown holiday rentals start at £75 per night before taxes and fees

Verified guest reviews
Over 4,570 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
140 of Charlestown holiday rentals include wifi 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!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- Ocean Beach Park
- Easton Beach
- Roger Williams Park Zoo
- Bonnet Shores Beach
- Mohegan Sun
- East Matunuck State Beach
- Second Beach
- The Breakers
- Hammonasset Beach State Park
- South Shore Beach
- Mystic Seaport Museum
- Burlingame State Park
- Fort Adams State Park
- Orient Beach State Park
- East Hampton Main Beach
- Point Judith Lighthouse
- Narragansett Town Beach
- Easton's Beach
- Wölffer Estate Vineyard
- Ditch Plains Beach
- Ocean Beach




