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.

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Top guest favorite
An airy living area features light-colored walls and hardwood floors. Comfortable seating is arranged around a central coffee table. A round dining table is set for meals. Large glass doors offer a view of the outdoors, providing ample natural light.
Guesthouse in Middletown
4.94 out of 5 average rating, 103 reviews

The Cottage at Relaxing in Newport RI + waterviews

Socialize and cook in an open kitchen/family room with granite counters, stainless appliances, and bar stand. The light-filled interior also features hardwood floors and a stone-tiled shower. Grill and dine on the deck while viewing the water. Very clean, open space living, view of the water from outside deck, quiet neighborhood, but close to all the activities Newport has to offer. Large yards for activities, outside fireplace pit and outside shower. Private driveway. We have a back yard for play, and relaxing, fireplace pit, and outside shower that all add to the beauty and relaxation of staying at The Cottage. I love offering information, and getting to know my guests, but take the que from them. It's there holiday, and we just want them to have a wonderful experience overall. Over the last three years, Ed and I have made some wonderful friendships with our guests, but we do not push, we just enjoy people. Stroll a couple of blocks to Sweetberry Farm, and taste wine at nearby Greenvale Vineyards. Discover the many boutiques, galleries, and restaurants of downtown Newport, a 10-minute drive, while Second Beach is within walking distance of here. our driveway is yours to use..plenty of space. Great bike riding and walking available. We are close to Newport, 2nd Beach and Sweetberry farm. You can hear the cows and birds sing, and see the stars at night. We are hear to make your vacation treasured.

Top guest favorite
Townhouse in Middletown
4.96 out of 5 average rating, 158 reviews

Townhouse w/ 2 queen beds! A mile to downtown Nwpt

Bright 2-level townhouse with hardwood floors & remodeled bathroom. Tastefully decorated & stocked with everything you need! Kitchen with gas stove, microwave, toaster oven & Keurig coffeemaker. Both bedrooms have queen beds. Gorgeous sunporch overlooking a nice shared yard (shared with me)with chairs, table & gas grill. Driveway for 3 cars. Quiet area centrally located, very close to beaches 🏖 & the hopping restaurant row of Lower Broadway & downtown Newport! Less than a mile to the Navy Base.

Top guest favorite
A well-kept outdoor dining area is situated on gravel, surrounded by lush green grass. A round table with white chairs is shaded by a large umbrella, providing a comfortable space for alfresco meals. Lively greenery and a fence enclose the vibrant landscape.
Home in Middletown
4.99 out of 5 average rating, 191 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, 180 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
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, 211 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, 323 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.

Guest favorite
A comfortable living area features a large sectional sofa with soft cushions, positioned around a wooden coffee table. Natural light enters through the front door and windows, illuminating the light-colored walls and hardwood flooring. A welcoming atmosphere is created with simple nautical decor.
Apartment in Middletown
4.95 out of 5 average rating, 304 reviews

Charming Beach Cottage with Stunning Ocean Views!!

Perfect spot for a beach getaway with stunning ocean views and steps away from 1st beach and just a short walk to 2nd beach! All new furnishings, linens, and kitchenware and beachy decor. Plan your stay and walk everywhere! - 1st & 2nd Beaches, Cafes, Restaurants, Shops, Spirits Store, Del’s Lemonade and more! -Perfect location for family or guests attending a wedding @ Newport Beach Club. -Walk to the Cliff Walk, Historic Newport Mansions and downtown! Don't miss out on this great spot!

Top guest favorite
A high-top dining table with three white stools occupies the center of an open living space. Natural light filters through sheer curtains, illuminating a small indoor plant nearby. A full-length mirror and coastal-themed artwork enhance the room's inviting atmosphere.
Apartment in Middletown
4.98 out of 5 average rating, 214 reviews

The Beach Studio - 7 min walk from the beach

This bright studio is the perfect getaway for couples and small families. 7 min walk from the beaches as well as all seaside shops, restaurants, and Rejects brewery. PLEASE NOTE: There is a family with young children living below, so some everyday noises may be heard. Recently renovated, it features an open plan concept as well as a private deck from where you can enjoy epic sunset and winter water views. Walk to Newport’s most famous beaches or go on adventures in the surroundings

Top guest favorite
The great room is characterized by a spacious layout featuring wooden beams and abundant natural light. A comfortable seating area is arranged around a coffee table, while a dining table is set near large windows. The kitchen area includes modern appliances and bar seating.
Home in Middletown
5 out of 5 average rating, 104 reviews

Gather Farmhouse | 4BR | 2BA w/ Hot Tub

Beautiful 4 bedroom with an additional queen size pullout. Can sleep 8 and accommodates more sleeping areas for children under 12. Welcome to Gather Farm House! We are located on a 6 acre tree farm where we grow unique tree varieties and fruit. Our farm is across from New Englands top Public Golf Course, Newport National Golf Course and is a short distance to the beach and downtown Newport. Our great room boasts a bright open airy layout perfect for your family gathering

Top guest favorite
Home in Middletown
4.98 out of 5 average rating, 130 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.

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
4.95 out of 5 average rating, 178 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
Purple allium flowers bloom prominently in the foreground, while a light-colored two-story home is visible in the background. The house features a deck and a children's playhouse, with soft sunlight illuminating the scene.
Home in Middletown
4.86 out of 5 average rating, 152 reviews

Between Two Beaches - for Six and Family Sprawl

There is 2 night minimum. There are air conditioners in the bedroom windows and a portable unit in the living room. Towels, linens, soap, shampoo, wifi, tv, deck, grill, yard w/ swing set & kid's clubhouse - 1st & 2nd Beaches are nearby - Newport Center: 7 min by car. Groups of Unrelated Individuals: 22 & Older Only. NO EXCEPTIONS! Capacity: 6 adults with room for family sprawl (1-3 kids under 7)

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$68,017 GYDG$64,878 GYDG$69,064 GYDG$73,249 GYDG$89,992 GYDG$101,084 GYDG$120,338 GYDG$123,268 GYDG$101,084 GYDG$84,760 GYDG$71,156 GYDG$72,621 GYD
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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$14,650 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!

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