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

Newport Beach Retreat
Adorable 2 bedroom 2nd floor apartment located exactly 1 mile from both 1st and 2nd beaches, only 2 miles from downtown Newport and the mansions. Bring your bikes to enjoy the 14 mile trip from our front door to complete the Ocean Drive loop, or go the full 26.2 mile marathon loop. Whether your preference is to relax on the beach, enjoy Newport's shops, restaurants, & night life, or to cozy up inside, cook for yourself and watch a movie, this is the perfect retreat. *Please read full details.

By the Sea BnB - Portsmouth RI
By the Sea Air BNB is the perfect location for your stay! Located in our home with a private entrance you'll have the entire space with all the amenities you'll need to make for an enjoyable & relaxing break. Within walking distance to the local beach & restaurants. Spend a day in Newport & your night relaxing by the firepit, play a game or watch TV. We're 25 mins. to Newport, 15 mins. to their beaches, 10 mins. to Bristol's famous 4th of July celebration & close to Roger Williams University.

Ideal Location - Family Friendly - KING BED -
Welcome to CAPE NEWPORT! Stay with us knowing EVERYTHING is less than 2 miles away and there are no crazy checkout rules... lock up and go! Seriously no stripping beds, or taking out the garbage - we do it all! Beaches, Downtown Newport, Breweries, Newport Vineyards, Cliff Walk, Mansions, Golf, Groceries & takeout! Perfect spot for a mix of downtown & quiet small town vibes. You have your own PRIVATE fully fenced in backyard - 5 off street parking spots & Custom Backyard Bar & Picnic Table.

Walk to the Beach - Serene Coastal Country Cottage
Relax with ocean breezes. A 13 minute walk to pristine second beach and a short drive to everything Newport has to offer. Recently refreshed, and nestled within the famous Paradise farm setting, this home will keep you perfectly comfortable amid your Island exploration downtime. A full kitchen with Gas range and beautifully kept grounds will allow for alfresco summer dining. The home is Immaculately kept and spaciously sleeps max 6 adults and 2 children under 13yrs for a maximum of 8 guests.

Coastal Hideaway- hot tub close to Newport+beaches
Welcome to The Coastal Hideaway! Just off Indian Avenue within walking distance of Pebble Beach, your friends or family can relax by lounging on the outdoor patio, rocking on the side porch, or soaking in the hot tub. You can also enjoy the local beaches, visit Sweet Berry Farm, taste the local cuisine, and enjoy the many artisan shops in downtown Newport (just 15 minutes away). Brand new listing, this home is well equipped with everything from beach chairs to a pack-n-play to a chef's kitchen.

Cozy Den, steps to Cliff Walk, Beaches & Downtown
+PLEASE READ ENTIRE LISTING before booking and ALL pre/post check in/out info after. Thank you. Hello! This is a perfect little weekend getaway spot for two adults. You will be in walking distance to downtown, the Wednesday Farmer's Market, Salve, Cliff Walk, Mansions, Easton's Beach, a grocery store, coffee shops, and a pharmacy. We are an owner-occupied multi-generational Newporter (+ 1 dog from Tennessee) home. LGBTQ+ friendly. We know the vegan spots if you need them. All are welcome!

Traveler's Guest Nest, special winter rates
Off-Season Special – Cozy Coastal Getaway Near Newport Escape the crowds and experience Newport in its quiet season. Our private studio offers peace, comfort, and easy access to the area’s best trails and beaches, just 3 miles from downtown. Perfect for a weekend getaway, nature walks, or a cozy couple’s retreat. Features: • Private entrance & patio • Easy parking • Quiet+safe Special off-season rates for fall and winter stays. A perfect little escape by the sea, without the Newport prices.

Sunny Wakefield studio apartment
Attached to a family home but its own private space—including a private entrance, dedicated parking space, small deck, and lawn area with seating—this sunny studio is in the walkable heart of Wakefield, near URI, beaches, Newport, bike path. Queen bed; queen sleeper couch; best suited to 2 adults (the sleeper couch works best for children). Fridge, micro, coffee, grill (no oven). Allergy friendly: Free & Clear laundry products; no pets. Self check-in. Automatic discount for longer stays.

Blue Bill Bungalow-Waterfront year round studio
A room with a view! Unwind and relax in your private waterfront guest suite located in a separate building on our property. Whether you're here to explore or just for a change of scenery....we believe you will truly enjoy your stay. Enjoy gazing at the water in your backyard, take a stroll down to the beach or walk to several local eateries. Whether you are in the mood for burgers and wings, surf and turf, or just want to grab a drink, Island Park has it all! Gov't ID required.

Minutes to Newport w/ extra family sleeper couch!
Fall in love with Newport while staying with us! The apartment has One bedroom (Queen bed), separate full bath and Queen pull out couch for family. Enjoy the convenience of a fully equipped kitchen if you want to make meals. Come and go with your own private entrance and 1 off street parking space. You are close to everything by car, and next door is the newly built bike path for a leisurely ride to Newport Waterfront! **The unit was just freshly painted this off-season 2024**

Modern Home w/ Pool & Game Room | Mins to Newport
Here’s a tightened, natural version under 500 characters with the game room woven in smoothly: Escape to our upscale 5 bedroom home in Middletown, RI, just minutes from the beach and downtown Newport. Sleeps 10 comfortably and is perfect for weddings or group getaways. Enjoy the private pool, fire up the grill, challenge friends in the game room, or relax with a movie night. A prime location, plenty of space, and amenities designed for memorable stays year after year.

Sunset Hill Idyllic In-Law Suite 5 min from Beach
3 beds = 1 queen and 2 twins for your group. ONLY a $10 cleaning fee from us! Our spot is PERFECT for attending summer weddings, especially at Newport Vineyards or Glen Manor! Avoid overpriced hotels and come get cozy at K & K's place. Enjoy walks on the BEST beaches (2nd & 3rd, avoiding red seaweed 1st beach). Find some peace and quiet amidst our serene setting, but just a stones throw from bustling Newport (avoid that congestion and the parking nightmare!)
Popular amenities for Middletown family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Charmer Near Newport

Cozy SK Cottage

Tiny house get-away with a Yellow Door

Jamestown: Cottage New Year’s 1 night Min. Grab it

The Pacheco Suite by PVDBNBs (2 bed 1 bath)

Wickford Beach Chalet Escape

Cozy Home next to City Park

Relaxing retreat in the village
Family- and pet-friendly home rentals

Apt within home

Carriage House Guest Suite

Renovated 2 Bed Private Vacation Home near Newport

Jazzfest Loft-2000sq ft, walkable, park free

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Warren Garden Apartment 5 day minimum

Private waterfront guest suite | steps to lake

Lovely Lakeside Cottage
Family-friendly home rentals with a pool

RV: 25m Gillette Xfinity/Hot Tub/FirePit/20m PVD

2BR Newport Onshore Condo on Lovely Resort

Secluded Oasis w/ Heated Salt Pool - 10 to Newport

Dwntwn 1BR/Pool/Gym/Parking/Hi-Speed WiFi/King Bed

Cozy Barrington Home with a Private Pool

Vineyards, Newport, Narragansett, In-Ground Pool

Townhouse Close to Downtown Newport & Beaches

You're home away from home!
When is the best time to visit Middletown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,048 GYD | G$56,257 GYD | G$60,439 GYD | G$73,197 GYD | G$89,927 GYD | G$101,011 GYD | G$120,251 GYD | G$123,179 GYD | G$101,011 GYD | G$80,516 GYD | G$64,413 GYD | G$61,694 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 22°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Quick stats about vacation rentals that are family-friendly in Middletown

Total vacation rentals
Explore 940 vacation rentals in Middletown

Nightly prices starting at
Middletown vacation rentals start at G$14,639 GYD per night before taxes and fees

Verified guest reviews
Over 43,220 verified reviews to help you choose

Pet-friendly vacation rentals
Find 260 rentals that welcome pets

Vacation rentals with a pool
220 properties feature pools

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wi-Fi availability
940 of Middletown vacation rentals include wi-fi access

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

4.9 Average rating
Middletown stays are highly rated by guests—averaging 4.9 out of 5!
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- Foxwoods Resort Casino
- Brown University
- Charlestown Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
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- Ocean Beach Park
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