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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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, 179 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
A manicured outdoor space features a grassy lawn framed by vibrant flower planters. Lounge chairs are positioned for relaxation, and a cozy seating area invites gathering. Natural stone pathways lead to a covered porch with wooden pillars, creating an inviting connection between the indoor and outdoor environments.
Home in Middletown
4.99 out of 5 average rating, 169 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
An aerial view of a modern, three-level home features a spacious outdoor deck with seating arrangements. Large glass doors on each level allow natural light to flood the interior. A well-maintained lawn surrounds the structure, and neighboring homes are visible in the background.
Home in Middletown
5 out of 5 average rating, 103 reviews

Your 5 Star Beach House Experience

Only 1 week left for Summer 2026! 🌊☀️ Just 60 seconds from Easton's Beach, Mar Azul is your perfect Newport getaway! Nestled in Easton’s Point, this stunning 3-level modern home puts you steps from downtown Newport’s vibrant attractions, dining, and charm. Unwind with a cocktail on our ocean-view decks, fire up the BBQ on the private patio, or stroll to the beach and restaurants. Book now for an unforgettable summer escape at Mar Azul. ///Smoking & Parties are not allowed: RE.00887-STR

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
4.99 out of 5 average rating, 152 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 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, 113 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, queen futon in living room, 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 bedroom features a spacious bed with a white headboard set against warm beige walls. A bedside lamp provides soft illumination. A folded gray blanket is placed on the bed, while a dresser adds storage space. Natural light filters through curtains, enhancing the serene setting.
Apartment in Middletown
4.88 out of 5 average rating, 228 reviews

Stay At Merhalla!

Welcome to Merhalla! Located minutes to downtown Newport and Broadway, 1.6 miles to the Naval War College. Everything you need for your Island vacation is within 2 miles! You will have a 1,000 sq ft open floor plan apt decorated with original, local art. The open concept layout has a private bedroom with an additional open air suite. I would love to share recommendations for some great spots, and want to make your stay the best on the island! State Registered: RE.00672-STR

Top guest favorite
The living space showcases a blend of rustic and modern decor. A cozy seating area, including a red chair, is positioned near a fireplace. A dining table with a striped runner and floral centerpiece complements the room's inviting ambiance, accented by warm natural light from the windows.
Guest suite in Middletown
4.92 out of 5 average rating, 837 reviews

Sunset Hill Idyllic In-Law Suite 5 min from Beach

3 beds = 1 queen and 2 twins for your group. ONLY a $10 cleaning fee from us! Our spot is PERFECT for attending summer weddings, especially at Newport Vineyards or Glen Manor! Avoid overpriced hotels and come get cozy at K & K's place. Enjoy walks on the BEST beaches (2nd & 3rd, avoiding red seaweed 1st beach). Find some peace and quiet amidst our serene setting, but just a stones throw from bustling Newport (avoid that congestion and the parking nightmare!)

Guest favorite
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, 147 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**

Guest favorite
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
4.81 out of 5 average rating, 118 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!

Guest favorite
A spacious room features a large king bed with coastal-patterned bedding and a comfortable couch adorned with matching cushions. Natural light floods the space, highlighting the hardwood floors and decorative accents like a plant and framed artwork.
Apartment in Newport
4.87 out of 5 average rating, 659 reviews

Spacious Coastal Suite walk to Beach

Spacious, coastal suite with private entrance, bath and off-street parking. (one of- street space only. We do not have room for another vehicle to park in driveway.) Located just one block from world-famous Bellevue Avenue. Short walk to beaches, mansions, 20-25 minute walk to downtown, 10 minute bike ride or 5 to 10 min drive or Uber. Quiet neighborhood walking/ biking distance to shops, bars and restaurants.

Guest favorite
A cozy living room area features a fireplace with a golden frame, adorned with decorative items and a painting above depicting a serene landscape. A snow-dusted Christmas tree is placed beside a leafy plant in a ceramic pot, adding to the warm ambiance.
Guest suite in Middletown
4.86 out of 5 average rating, 195 reviews

Downtown middletown private suite - 5min Newport

Private entrance to the suite will not share any space with anyone . Free 2 parking lot. Sun- filled private suite with sofa bed and queen bed, fireplace, refurbished bathroom and living room. No local channels, tv works with your phone connected and free Hulu , Disney + channels. cooking kitchen, has Towel and Pots like kitchenware . Will not disturb the company. Quiet and perfect for couples!

Top guest favorite
A spacious bedroom features a high cathedral ceiling, with natural light streaming through two skylights. The bed is dressed with soft linens and decorative pillows. Two bedside tables with lamps provide gentle illumination, while a textured rug adds warmth to the wooden floor.
Apartment in Middletown
4.98 out of 5 average rating, 284 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR4,553 ZARR4,570 ZARR4,910 ZARR5,946 ZARR7,305 ZARR8,205 ZARR9,768 ZARR10,006 ZARR8,205 ZARR6,541 ZARR5,232 ZARR5,012 ZAR
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

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

  • Total vacation rentals

    Explore 940 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at R1,189 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 43,220 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Vacation rentals with a pool

    220 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    940 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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