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 970 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$14,638 GYD per night before taxes and fees

  • Verified guest reviews

    Over 44,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 290 rentals that welcome pets

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    970 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.

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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
Home in Middletown
4.95 out of 5 average rating, 118 reviews

4BR Sauna Retreat | Near Newport & Beaches

Gather near Newport in a spacious , 4 bedroom home designed for family vacations, wedding weekends & beach getaways. Unwind in the sauna, spread out across multiple living areas, gather in the large kitchen and dining space, & enjoy a private backyard, deck and outdoor shower, all ~ 15 minutes from Newport. With 3-1/2 baths, 5 beds, a finished recreation room, 2 refrigerators & parking for as many as 6 cars, the home gives groups the space and functionality to stay comfortably under one roof.

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, 185 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
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, 326 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
An open floor plan is showcased, highlighting wood floors and exposed brick walls. Large windows allow natural light to flood the spacious living and dining area. A modern kitchen island with seating offers a central gathering space, complemented by a stylish dining table nearby.
Loft in Newport
4.98 out of 5 average rating, 179 reviews

“JEWEL”- ultimate, modern, stylish brick loft

Bright, modern & stylish original exposed brick-wall loft in downtown Newport/ Broadway area. Newly renovated with open floor plan, designer bath/ kitchen and all new appliances. High ceilings, new wood floors , 9 extra large windows, modern design. @ 1650 sq. ft (avg. Hampton inn room is @350 sq. ft) 1 private bedroom with queen bed, 1 Murphy bed (dble), 1 Bunk bed. One of three units available in the same building: airbnb.com/h/gritspearl airbnb.com/h/gritsloft

Top guest favorite
Home in Middletown
4.98 out of 5 average rating, 134 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, 196 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.

Guest favorite
A spacious studio apartment features a light-colored sofa and a small coffee table in the living area. A queen-sized bed with white bedding is positioned near a wall art piece, while a kitchenette and dining area with bar stools are visible in the background.
Guest suite in Middletown
4.94 out of 5 average rating, 181 reviews

Unique and Modern Place to Stay!

Cozy studio downstairs from our ranch-style home. Includes kitchen (no stove), private bath, coffee setup, free parking, and WiFi. Great for a couple, solo guest, or family with a child. Quiet, safe neighborhood, 10 min from Newport crowd. Beaches nearby: 5 min to Easton Beach, 10 min to Middletown Second Beach. Note: Bathroom has a pump-assisted toilet. It works fine but the flush is a bit noisy. If you’re very sensitive to sound, this may not be ideal.

Top guest favorite
The exterior of the beach cottage features a welcoming entrance with a set of stairs leading to a well-lit door. A shaded area offers seating and a BBQ grill, complemented by colorful beach accessories hanging nearby.
Home in Middletown
4.99 out of 5 average rating, 119 reviews

Easton's Beach House: Steps to the Beach, plus AC!

Vintage 1925 beach cottage beautifully restored and furnished. * Central AC! * 3 Bedrooms (including sleeping porch), 1 Bath * Perfect for family, couples, or girls' weekends. * Main bedroom has a King bed. * Second bedroom has two twins and sofa bed. * Living room has a sleepable couch. * All-weather enclosed porch has another twin bed; can be used as a third bedroom. *Off street parking provided for two cars (there is no parking allowed on the street).

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.

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,963 GYDG$64,826 GYDG$69,009 GYDG$73,191 GYDG$89,921 GYDG$101,004 GYDG$120,243 GYDG$123,170 GYDG$101,004 GYDG$84,693 GYDG$71,100 GYDG$72,564 GYD
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