Family-friendly holiday rentals in Middletown

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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 favourite
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, 189 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 favourite
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 Sachuest
4.99 out of 5 average rating, 179 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.

Guest favourite
This three-story townhouse features a classic shingle exterior with large windows, inviting natural light. A spacious front yard, bordered by a wooden fence, provides ample outdoor space for relaxation. The rooftop and entryway are accented by welcoming steps leading to the front door.
Flat in Middletown
4.89 out of 5 average rating, 151 reviews

Newport Vacation Apt. w/ Private Rooftop 1

GREAT LOCATION & SPACIOUS TOWNHOUSE! This location is unbeatable! 3 Bedroom apartment located right in the middle of First Beach (Easton's Beach - 0.7 miles) and Second Beach (Sachuest Beach - 1 mile). The only difficult decision will be which beach to go to! Do you want more than this? We got you! Free parking, Free Wi-Fi, Spacious Rooftop (Perfect for family gatherings, watch the sunset, view from Pell Bridge), HUGE backyard perfect for a barbecue, 1 Private balcony & full equipped kitchen!

Top guest favourite
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
4.99 out of 5 average rating, 163 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 favourite
Guest suite in Middletown
4.95 out of 5 average rating, 366 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 favourite
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.
Flat in Sachuest
4.99 out of 5 average rating, 318 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 favourite
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.
Flat in Middletown
4.98 out of 5 average rating, 210 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 favourite
A welcoming living area features two blue sofas arranged comfortably around a decorative area rug. Natural light enters through two windows, complemented by light drapes. A wooden dining table is set for meals, and a mirror adds depth to the space.
Flat in Middletown
4.97 out of 5 average rating, 478 reviews

Farmhouse Apartment Tucked Away 3 miles from beach

ONLY a $10 cleaning fee from us! Come stay at Kay's Place! Secluded just enough to hide from all that downtown traffic- but close to the beaches and all Newport has to offer. Plenty of parking at Kay's Place! Renovated, modern kitchen, farmhouse style - a PERFECT space for a Bride & Groom or anyone attending a local wedding - a stone's throw from Newport Vineyards. Walking trails abut the property, a pond on site, and gardens in the summer. $10 CLEANING FEE! VERY RARE!

Guest favourite
Apartment in Middletown
4.88 out of 5 average rating, 291 reviews

Classic Newport Beach Cottage with Ocean Views!

Perfect spot for a getaway with stunning ocean views and steps away from the beach! Plan your stay and walk everywhere... - Across from 1st beach & 10 min walk to 2nd beach - Restaurants, ice-cream, brewery, convivence store & more - Newport Beach Club Wedding venue - The Cliff Walk & Historic Newport Mansions. - 1 mile to Downtown Newport & the Harbor. Includes off- street parking, linens, kitchenware, washer/dryer. Don't miss out on this great spot!

Top guest favourite
A bright living room features a navy futon and a light-colored armchair, offering a cozy seating arrangement. Natural light filters through two white-curtained windows, illuminating the warm wooden floor. A simple white coffee table stands at the center, enhancing the inviting space.
Home in Middletown
4.97 out of 5 average rating, 117 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 favourite
The living room features a cozy layout with a sofa bed, two accent chairs, and a wooden coffee table. A decorative fireplace is positioned below a wall-mounted television. Natural light flows in through large windows, complemented by neutral decor and tasteful artwork.
Townhouse in Middletown
4.93 out of 5 average rating, 149 reviews

Fresh & Beautiful Newport Home on a Cul-de-sac

Newly Remodeled with Central A/C! Nestled in a picturesque cul-de-sac on the Newport/ Middletown line, you’ll find the Cottage at Restmere. Convenient to everything that Newport has to offer, as well as Middletown’s stunning beaches, this location can’t be beat. Features include all brand new top-of-the-line appliances, furniture and mattresses, parking for 2 cars, and central A/C. Sleeps 6 comfortably! Can be rented with South cottage for large groups**

Top guest favourite
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, 137 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?

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

  • Total holiday rentals

    Explore 960 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at £53 per night before taxes and fees

  • Verified guest reviews

    Over 43,400 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 270 rentals that welcome pets

  • Holiday rentals with a pool

    230 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    960 of Middletown holiday rentals include wifi 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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