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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Top guest favourite
The exterior of the house features a well-maintained yard with a stone pathway leading to the porch. Comfortable outdoor seating is arranged on the patio, with potted plants enhancing the space. A storage shed is visible beside the porch, surrounded by lush greenery.
Home in Middletown
4.99 out of 5 average rating, 187 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
The inviting living area is bright and airy, featuring a mix of seating including an L-shaped sofa and two armchairs. Large windows allow natural light to illuminate the space, complemented by a neutral color palette and wooden accents throughout.
Home in Middletown
4.95 out of 5 average rating, 153 reviews

Coastal 4 Bedroom House - Steps from Beach

The Yellow Door Cottage is perfect for the ultimate beach vacation. This 4-bdrm house is close to restaurants/downtown/cliff walk and .3 mi to 1st beach! The main level offers open concept entertaining with kitchen, dining, living area, 1/2 bath and 1 bdrm. 3 spacious bdrms are located upstairs. Gather in the newly renovated lower level with wet bar, tv, games and a 3-piece bath. Enjoy the outdoor shower or sit around the fire pit. Ample outdoor space for lawn games in the fenced in back yard.

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
4.98 out of 5 average rating, 173 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
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 Middletown
4.99 out of 5 average rating, 320 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, 211 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

Guest favourite
Flat in Middletown
4.85 out of 5 average rating, 124 reviews

Spacious Newport Vacation Apt. w/Private Rooftop 2

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 barbecues & full equipped kitchen!

Guest favourite
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.
Guest house in Middletown
4.88 out of 5 average rating, 180 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 favourite
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, 176 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.

Guest favourite
A private backyard patio features a fire pit surrounded by wooden seating, with a hammock suspended between two trees. A dining table with chairs is positioned nearby, and string lights add a subtle illumination above the space. The area is enclosed by a wooden fence.
Cottage in Middletown
4.91 out of 5 average rating, 179 reviews

Quahog Cottage- Full Home with a private yard

The Quahog Cottage! - 3 bed, 2 1/2 bath (with outdoor shower), sleeps 6 - Half a mile from first beach - 1 mile from second beach - 2 miles from downtown Newport - Walkable bars, restaurants, brewery, ice cream shop - Giant Roof Deck - Full private backyard patio with fire pit - Fully fenced in yard - Large living spaces - Wood Burning Fireplace - EV Charger Kid/Baby Amenities - Crib - Pack and Play - Double Stroller - High chair - Toys - Baby Gates

Guest favourite
A dining area features a round wooden table surrounded by six white chairs. Built-in shelves display decorative items, with natural light filtering through sheer curtains by a large window. The hardwood floors add warmth to the space, creating a welcoming environment.
Home in Middletown
4.83 out of 5 average rating, 130 reviews

Character Home · Walk to Beach · Close to Newport

Relax in this characterful home situated in the heart of Middletown. This former farmhouse on Aquidneck Ave comfortably sleeps 6 guests in a homely living style with a large yard, BBQ area and off street parking. Expect traditional features and quirks of an older property in our former home that we loved and enjoyed. A healthy walk to beaches, bars/ eateries, a short drive to Newport and a central location for everything the island has to offer!

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, 138 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 favourite
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.
Flat in Middletown
4.97 out of 5 average rating, 290 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.

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

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Avg. price$416 SGD$397 SGD$423 SGD$448 SGD$551 SGD$618 SGD$736 SGD$754 SGD$618 SGD$519 SGD$435 SGD$444 SGD
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Quick stats about holiday rentals that are family-friendly in Middletown

  • Total holiday rentals

    Explore 970 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 44,560 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 290 rentals that welcome pets

  • Holiday rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wifi availability

    970 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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