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$14,620 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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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, 194 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, 183 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, 324 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, 306 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 charming house features a warm beige exterior with red accents and large windows, offering natural light. A front porch with steps leads to an inviting entrance, framed by flower beds and well-maintained landscaping, creating a welcoming first impression.
Apartment in Middletown
4.91 out of 5 average rating, 160 reviews

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 off-season 2024**

Top guest favorite
Home in Middletown
4.98 out of 5 average rating, 132 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
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
4.88 out of 5 average rating, 193 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, 121 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 calming bedroom features a wooden bed with neutral bedding and decorative pillows. Two bedside tables with lamps flank the bed, and a piece of artwork adorns the wall above. Natural light is diffused through window blinds, creating a serene ambiance.
Apartment in Middletown
4.92 out of 5 average rating, 133 reviews

Retreat@ iconic Newport / Middletown line

Discover the perfect escape at this Historic Hideaway located @ the iconic 1 mile corner on the Newport/Middletown line. 1 mile from the War College & Newport Naval base, built in 1925 this recently renovated tranquil retreat is just minutes away from the beaches and historic Bellevue Avenue. Enjoy all that Newport has to offer without the hustle and bustle of the waterfront. Head out to explore downtown, and return to your peaceful hideaway.

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, 153 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)

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, 294 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.

Top guest favorite
The charming Cape Cod style house features a symmetrical design with two gabled dormers, white shutters, and a welcoming front door framed by greenery. A well-maintained lawn extends to the porch, complemented by colorful landscaping and a pathway leading to the entrance.
Home in Middletown
4.98 out of 5 average rating, 200 reviews

Rini's Place - close to Newport & beaches

Welcome to Rini's Place. This adorable Cape Cod style house in Middletown is very close to Newport Vineyards, Sweet Berry Farm and Norman Bird Sanctuary and just a 3 mile drive to Newport and the beaches. This property is perfect for two couples traveling together or a small family. Parking is provided for two cars on-site. State of RI permit # RE.01493-STR Town of Middletown License# STR-93

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,879 GYDG$64,746 GYDG$68,923 GYDG$73,100 GYDG$89,809 GYDG$100,879 GYDG$120,094 GYDG$123,018 GYDG$100,879 GYDG$84,588 GYDG$71,012 GYDG$72,474 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

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