Family-friendly vacation rentals in Middletown

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Middletown

  • Total vacation rentals

    Explore 990 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$14,580 GYD per night before taxes and fees

  • Verified guest reviews

    Over 46,920 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 300 rentals that welcome pets

  • Vacation rentals with a pool

    270 properties feature pools

  • Rentals with dedicated workspaces

    530 properties have a dedicated workspace

  • Wi-Fi availability

    990 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!

Top-rated family-friendly rentals in Middletown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Guest favorite
An outdoor space features a custom bar with nautical-themed decor and a green lawn. Brightly colored outdoor games are set up nearby, along with lounge chairs for relaxation. String lights are draped overhead, creating an inviting atmosphere for leisure and entertainment.
Home in Middletown
4.97 out of 5 average rating, 200 reviews

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.

Top guest favorite
An outdoor seating area features a light-colored sectional sofa adorned with decorative cushions, positioned around a fire pit table. The lawn is well-manicured, with a rustic fence in the background, and a two-story building is visible beyond the grassy area.
Home in Middletown
4.99 out of 5 average rating, 196 reviews

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.

Top guest favorite
A charming entrance to a tiny house is bordered by vibrant flowers and greenery. Two blue chairs provide a seating area by the door, complemented by potted plants. The wooden deck appears inviting and well-maintained, enhancing access to the home.
Tiny home in Middletown
4.98 out of 5 average rating, 186 reviews

Cozy coastal tiny house getaway

Situated on Easton's Point, brand new ocean front tiny house looks across to Mansion Row with access to a rocky beach for lounging, swimming, or fishing. The property is close to downtown Newport & ideally located between three beaches. The cozy unit has a queen bed, full bath & kitchenette with coffee maker, fridge, and toaster oven. There is a small deck with ocean views, access to ocean front, outdoor shower and off street parking. We provide beach chairs, a beach umbrella and towels.

Top guest favorite
Guest suite in Middletown
4.95 out of 5 average rating, 382 reviews

Traveler's Guest Nest, special spring 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.

Top guest favorite
The open floor plan showcases a modern kitchen with stainless steel appliances and ample cabinetry. A cozy living area features a dark sofa with a patterned throw pillow and a coffee table. Natural light enters through angled windows, illuminating the dining space with a white table and colorful chairs.
Apartment in Newport
4.99 out of 5 average rating, 217 reviews

“The Pearl of Broadway”

Newly updated apartment. Open floor plan with a gorgeous new kitchen which i @1485 square feet or size of 4.5 avg. hotel rooms. It has a dining area as well as living space. Beautiful hardwoods throughout. The bedroom has a King bed and the open floor has a double Murphy bed. Two bathrooms with stunning tiling! Walk to Broadway, Washington Sq. or Thames St. with its lovely shopsI Fully licensed One of three units available in building- airbnb.com/h/gritsjewel airbnb.com/h/gritsloft

Top guest favorite
A charming guesthouse is surrounded by lush greenery and vibrant flowers. A stone pathway leads to a welcoming entrance, framed by a large tree providing shade. The rustic design features rich wooden siding and a pitched roof, blending harmoniously with the tranquil landscape.
Apartment in Middletown
4.99 out of 5 average rating, 328 reviews

Lovely Private Setting, walk to beach.

A five minute drive to downtown Newport, and a few minutes walk to Sachuest Beach, this above-garage guesthouse is detached from the main residence with its own private entrance. There is a large living area and a kitchenette, bedroom and bathroom. The living room sofa converts to a bed, so the property is ideal for 2 people, however, the sleep sofa can accommodate 2 more. There is no extra charge for children under the age of 18. We are dog friendly. There's a $25 charge for a second dog.

Top guest favorite
Home in Middletown
4.98 out of 5 average rating, 138 reviews

Settle Inn-Cozy newly renovated house near beaches

Quaint, restful 1950's cottage located btwn two beaches within 2 miles. Located 1 mile from historic Newport. Two parking spaces on premises. Centrally located near restaurants, bars, grocery stores, breweries, and vineyards. Comfortable queen bed on level 2, full bathroom, fully equipped kitchen, grill, outdoor sitting & dining, air conditioners, washer & dryer, WIFI. Beaches chairs & towels available. Perfect for romantic couples getaway. Sorry, no pets.

Superhost
The kitchen features modern white cabinetry and a compact countertop equipped with a microwave, coffee maker, and other kitchenware. A window allows natural light to fill the space, highlighting the organized layout and a small plant on display.
Guesthouse in Middletown
4.87 out of 5 average rating, 197 reviews

Private entrance to whole suite- 5 min Newport

Private entrance to the two-story suite will not share any space with anyone . Free 2 parking lot. Sun- filled private suite , The living room has a sofa bed, the large room has a king-size bed, and the small room has twin bed. New bathroom. new kitchen. No local channels, tv works with your phone connected and free Hulu , Disney + channels. cooking kitchen, has Pots like kitchenware . Will not disturb the company. Quiet and perfect for couples and families.

Top guest favorite
A light-filled living space features a curved beige couch, complemented by a green stool and decorative pillow. Lush indoor plants add vibrancy alongside wall art in frames. The cohesive color palette includes soft blues and natural wood accents, creating an inviting atmosphere near an open bathroom doorway.
Home in Middletown
4.93 out of 5 average rating, 122 reviews

Private Heated Pool • Upscale 4BR • 13 min 2 Beach

Enjoy a private heated salt-water pool, spacious living areas, and dining for ten — perfect for families and groups looking for comfort, privacy, and easy access to beaches, mansions, and downtown Newport. Relax in your own private oasis just minutes from Newport. Welcome to #ChiquitaCasita, a thoughtfully designed 4-bedroom home offering the space, comfort, and amenities guests want — without the congestion or parking challenges of downtown Newport.

Top guest favorite
A recently renovated two-story home is featured with a gray exterior and white trim. Spacious porches overlook a well-maintained lawn surrounded by gravel. The entrance is marked by a set of wide stairs, leading to a welcoming front door flanked by large windows.
Home in Middletown
4.97 out of 5 average rating, 142 reviews

Steps from Beach and Minutes to Downtown!

Recently renovated home located between Newport's 2 best beaches. Choose your adventure! Spend the morning at Easton's (1st) Beach, soak up some sun, visit the aquarium, and ride the carousel. Grab a lobster roll for lunch before heading off for a stroll along Newport's Cliff Walk - or - Walk over to Surfer's End at Sachuest (2nd) Beach to catch some waves, sip on a Del's lemonade, and hike Sachuest Point National Wildlife Refuge.

Top guest favorite
The bedroom features a spacious bed with layered bedding and decorative pillows. Soft lighting from bedside lamps creates a calming ambiance. A piece of artwork is displayed above the bed, while the ceiling's angled design adds character to the space.
Apartment in Middletown
4.97 out of 5 average rating, 297 reviews

Private Beach Retreat close to Newport

Beautiful 1 bedroom, 1 Bath apartment with separate entrance close to 1st, 2nd & 3rd Beaches & St. George’s School. Beautiful country setting & only 5-10 min drive to downtown Newport. Private entrance. Parking for 1-2 cars, free use of beach chairs. Guests have use of the BBQ Grill & Outdoor Shower. Actual distances to area beaches: 2nd Beach 1 mile; 3rd Beach 1.4 miles; 1st Beach 1.4 miles.

Guest favorite
An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.
Home in Middletown
4.92 out of 5 average rating, 187 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

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.

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,694 GYDG$64,569 GYDG$68,735 GYDG$72,901 GYDG$89,564 GYDG$100,603 GYDG$119,766 GYDG$122,682 GYDG$100,603 GYDG$84,357 GYDG$70,818 GYDG$72,276 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

Destinations to explore