Family-friendly holiday rentals in Charlestown

Farm stay in South Kingstown

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.

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.

A spacious living area is complemented by a whitewashed ceiling and large windows allowing natural light. A comfortable sofa with decorative pillows faces a wooden coffee table. Additional seating includes a patterned rocking chair, with a dining table in view, and a kitchen area in the background.

4.99 out of 5 average rating, 181 reviews

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.

5 out of 5 average rating, 165 reviews

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

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

Cottage in South Kingstown

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.

4.94 out of 5 average rating, 138 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

An aerial view showcases a coastal home surrounded by lush green lawn with the Atlantic Ocean visible in the distance. The shoreline curves gently along the property, while neighboring homes are positioned nearby. A serene atmosphere characteristic of the Matunuck Point area is presented.

4.99 out of 5 average rating, 107 reviews

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.

Guest house in Charlestown

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.

4.88 out of 5 average rating, 323 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.

A tranquil outdoor scene features four white lounge chairs arranged under a striped umbrella by the water's edge. A wooden dock extends into the calm water, surrounded by lush greenery and a scenic sunset sky filled with soft clouds.

4.98 out of 5 average rating, 133 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!

4.98 out of 5 average rating, 163 reviews

A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.

Home in Westerly

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.

4.91 out of 5 average rating, 109 reviews

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

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!

A charming two-story house is situated amidst greenery, featuring a welcoming front porch with black chairs. The exterior showcases light yellow siding and dark blue shutters. A gravel pathway leads to the entrance, surrounded by lush trees and grass.

4.97 out of 5 average rating, 200 reviews

Cozy beach house close to beaches with Fire Pit

Escape to our recently renovated (May 2023) beach house! This bright, 3-bedroom home comfortably sleeps your group with king, queen, and bunk beds. Features a modern kitchen, two pristine bathrooms, and a bonus lower-level playroom with a TV and toys. Perfectly located just a 5-minute drive from local beaches, nature reserves, and shops. Ideal for families and groups seeking a coastal adventure.

4.92 out of 5 average rating, 515 reviews

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

Treehouse - Countryside - Farm Animals - Fire Pit

Guest suite in South Kingstown

A traditional cedar shake house is displayed with two stories and multiple windows. Surrounding vegetation includes trees and shrubs, contributing to the natural setting. A gravel driveway leads to a reserved parking space with a red car visible in front of the house.

4.96 out of 5 average rating, 490 reviews

Beautiful Green Hill Guest Suite close to URI

Thanksgiving week could be available. Please send an inquiry. 355 Holly Road is located just South of Narragansett, 7.5 miles from URI, and close to many fabulous restaurants and the best of beaches. Easy on, easy off Route One. Come stay in our clean, spacious studio apartment with a private entrance. Summer: Beach chairs and umbrellas Outside shower Backyard fire pit

Popular amenities for Charlestown family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 112 reviews

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

Breathtaking home with unforgettable views & pool!

4.89 out of 5 average rating, 249 reviews

A wooden table set for dining overlooks a serene lake. Glassware and plates filled with food are arranged on the table, while white chairs offer seating. Lush greenery lines the shore, complementing the calm water and bright sky.

Cottage in Ledyard

Waterfront cottage overhanging the water!

4.94 out of 5 average rating, 124 reviews

The living area features a light-colored sofa with striped accents, accompanied by two patterned armchairs. A wooden coffee table is centered on a textured area rug, while two windows allow natural light to fill the space. A ceiling fan is positioned above for comfort.

Home in Kingston

Cozy SK Cottage

4.99 out of 5 average rating, 175 reviews

A contemporary lakefront home is surrounded by tall trees, with a spacious deck offering views of Middle Bolton Lake. A fire pit is situated on a stone patio, surrounded by Adirondack chairs. The lush green yard leads to the water's edge, enhancing the natural ambiance.

Home in Vernon

Luxe Bolton Lake

4.97 out of 5 average rating, 247 reviews

A cozy living room features a stone fireplace surrounded by comfortable, light-colored sofas. A wooden coffee table displays a floral arrangement, while natural light filters through bright windows adorned with soft curtains. A potted plant adds a touch of greenery to the inviting space.

Home in Stonington

Perfect New England Getaway has a pool/ hot tub

Chalet in North Kingstown

A bright living area is feature with a white sectional sofa and a round coffee table. Natural light filters through multiple skylights and windows, highlighting the exposed brick wall with a fireplace. A serene atmosphere is created, complemented by a few decorative plants.

4.89 out of 5 average rating, 337 reviews

Wickford Beach Chalet Escape

4.93 out of 5 average rating, 189 reviews

A charming living area features two upholstered armchairs with decorative cushions, complemented by a round coffee table. Natural light filters through large windows adorned with wooden frames, illuminating the intricate wood ceiling beams above. A fireplace is situated in the corner, adding warmth to the space.

Home in Providence

Cozy Home next to City Park

4.89 out of 5 average rating, 106 reviews

A serene, heated swim spa is set in a spacious yard, surrounded by a wooden fence and lush greenery. The inviting water features hydrotherapy jets, while a sun umbrella provides shade for outdoor relaxation. A charming white house is visible in the background.

Home in Westerly

FREE Heated Swim Spa, Pool Table, BBQ

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 931 reviews

The exterior view features a small wooden cabin surrounded by vibrant green trees. A stone path leads to a seating area, comprising four metal chairs and a table. Inside, the cozy octagonal space is lit by natural light filtering through several windows, showcasing a full-sized bed adorned with a colorful patterned quilt.

Tiny home in Norwich

Water Forest Retreat -Octagon

4.95 out of 5 average rating, 155 reviews

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

Blue Dream BnB

4.89 out of 5 average rating, 134 reviews

A serene view of the home surrounded by lush greenery and blooming trees, reflected in the calm waters of the nearby pond. The property is framed by tall trees, creating a peaceful atmosphere in the rural setting.

Home in Hopkinton

Estate with lake near beaches & Westerly

4.96 out of 5 average rating, 148 reviews

A side view of a beachfront home showcases large windows offering views of the water. Blue planters filled with greenery adorn the exterior, while a bright turquoise door adds a pop of color. A wooden walkway leads towards the home, framed by the blue sky.

Home in Narragansett

The Landing

Home in Narragansett Pier

The welcoming exterior of a quaint beach home is presented, featuring a covered porch with white railings. Lush green plants and colorful flowers border the front, adding vibrancy. A charming brick facade is complemented by a gray roof under a clear blue sky.

4.8 out of 5 average rating, 202 reviews

Th Salty Life Beach Cottage · Walk to Sea · Pet OK

4.99 out of 5 average rating, 115 reviews

Guest house in Westerly

Ocean Shire Coastal Cottage + Beach Pass

4.99 out of 5 average rating, 102 reviews

A peaceful outdoor space reveals a grassy area with several chairs positioned to enjoy the sweeping views of Narragansett Bay. The sun rises on the horizon, casting a warm glow over the scene, while a flag waves gently in the breeze nearby.

Home in Portsmouth

Enjoy the ferry to this stunning Prudence gem!

4.95 out of 5 average rating, 131 reviews

A charming cape-style home is set against a backdrop of lush greenery and vibrant flowers. The well-manicured lawn features a stone wall border, while tall trees provide shade. The inviting front porch and blue door enhance the home's welcoming appearance.

Home in Westerly

Charming Dunn’s Corners (Westerly) Cape

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 307 reviews

The large two-tiered deck is illuminated with soft lighting, creating a cozy atmosphere. A staircase leads to the upper level, where seating and decor are visible. An above-ground pool is situated beside the deck, surrounded by greenery and evening skies.

Home in Montville

Casino Wine Down House with Winter Igloo

4.99 out of 5 average rating, 110 reviews

The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.

Home in The Hamptons

3 BR/Pool. Walk to Beach & Town!

4.86 out of 5 average rating, 103 reviews

An outdoor area is featured with a swimming pool surrounded by a decorative fence and lush greenery. Patios with seating arrangements and an umbrella provide shaded spots for relaxation. Colorful flower pots add vibrant accents along the poolside.

Home in Barrington

Cozy Barrington Home with a Private Pool

4.92 out of 5 average rating, 105 reviews

An expansive ocean view is showcased from the studio, featuring calm waters that reflect the sunlight. Soft waves gently lap at the sandy shore, while lush greenery lines the foreground, contrasting with the clear blue sky above.

Flat in The Hamptons

Ocean View Studio with King Bed

4.91 out of 5 average rating, 122 reviews

Home in The Hamptons

Serene ~ 1 block to water ~ Large pool + privacy

Guest suite in The Hamptons

An inviting in-ground pool is surrounded by lush greenery and vibrant trees. Sunlight reflects off the clear blue water, enhancing the serene atmosphere. Outdoor seating can be seen nearby, providing a tranquil spot to relax amidst the natural setting.

4.9 out of 5 average rating, 252 reviews

Private Cozy Cottage with Pool / Private Beach

4.88 out of 5 average rating, 130 reviews

A rustic cabin with a stone chimney is set against a backdrop of lush trees and a warm sunset. The wraparound porch features wooden railings and is complemented by neatly landscaped areas. A stone wall borders the driveway, leading to the cabin's entrance.

Cabin in Glocester

Get comfy in the country!