Family-friendly vacation 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 favorite
A spacious room with a queen size bed dressed in yellow accents is shown.  A small dining table is positioned nearby, surrounded by four chairs. In the background, a shelving unit holds storage bins and decorative items, while light filters through sheer window coverings, creating a bright atmosphere.
Guest suite in Portsmouth
4.93 out of 5 average rating, 142 reviews

By the Sea BnB - Portsmouth RI

By the Sea Air BNB is the perfect location for your stay! Located in our home with a private entrance you'll have the entire space with all the amenities you'll need to make for an enjoyable & relaxing break. Within walking distance to the local beach & restaurants. Spend a day in Newport & your night relaxing by the firepit, play a game or watch TV. We're 25 mins. to Newport, 15 mins. to their beaches, 10 mins. to Bristol's famous 4th of July celebration & close to Roger Williams University.

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, 162 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.

Superhost
A light-filled living room features two comfortable grey sofas positioned around a central coffee table. Neutral walls enhance the space, complemented by large windows with light curtains. Decorative shelves and a cozy rug add an inviting touch to the area.
Home in Middletown
4.92 out of 5 average rating, 187 reviews

Renovated 2 Bed Private Vacation Home near Newport

Recently Renovated Private Guesthouse! Conveniently located: * 2 miles from beaches (2nd and 3rd Beach) * 4 Miles from Cliff Walk, * 5 Miles from the heart of downtown Newport * 9 Miles from Bristol, RI * 3 Miles from Glen Manor House * Less than 1 mile from Sweetberry Farm, Newport Vineyards & Greenvale Vineyards Ideal for people coming to town for Weddings that also want to be close to Newport and all Aquidneck Island has to offer! **Upstairs unit is used storage only not occupied**

Top guest favorite
A cozy living area features a spacious sofa with decorative pillows, accompanied by a side table and a lamp. Light streams in through large windows, and a dining table set for six is visible in the background. Soft blue walls enhance the inviting ambiance.
Townhouse in Middletown
4.97 out of 5 average rating, 132 reviews

Cozy townhouse w/yard, 1 mile to beach & downtown

Bright 2 level townhouse with remodeled bathroom in July 2024 & refinished hardwood floors as of Oct '23. Tastefully decorated & stocked w everything you need! Kitchen w/ gas stove, micro, toaster & Keurig coffeemaker. Master bdrm w/ queen bed & TV; 2nd bdrm has full size bed. Gorgeous sunporch overlooking a nice shared yard w/ 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!

Guest favorite
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, 136 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.

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
4.99 out of 5 average rating, 149 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
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, 101 reviews

Trick or Treat!

Now Booking 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 well-lit hallway is showcased, featuring a blend of hardwood flooring and elegant wall sconces. Framed artwork adorns the walls, while a console table stands against one side. An archway leads to a living area, where a fireplace can be seen in the background.
Condo in Newport
4.92 out of 5 average rating, 786 reviews

Boutique Hotel Special pricing available

Pelham Court Hotel offers nine, luxury downtown condominium units. 7 are decorated with a working gas fireplace and 2 have a balcony overlooking our courtyard. Our units are finished to the highest of standards.  Each condominium offers queen bed, queen pull out sofa, stainless steel kitchens with beautiful granite countertops. Each unit is equipped with Smart TV's for use. We are steps from Thames Street. Park your vehicle for free and never have to drive again until you check out.

Top guest favorite
A lush green yard is framed by a flowering tree and manicured bushes, leading to a scenic view of the water. A series of stone steps creates a pathway, with the tranquil cove visible in the background under a partly cloudy sky.
Guesthouse in Portsmouth
4.93 out of 5 average rating, 105 reviews

Blue Bill Bungalow-Waterfront year round studio

A room with a view! Unwind and relax in your private waterfront guest suite located in a separate building on our property. Whether you're here to explore or just for a change of scenery....we believe you will truly enjoy your stay. Enjoy gazing at the water in your backyard, take a stroll down to the beach or walk to several local eateries. Whether you are in the mood for burgers and wings, surf and turf, or just want to grab a drink, Island Park has it all! Gov't ID required.

Top guest favorite
The exterior of the house features a large deck made of wood, surrounded by a spacious lawn. A fenced yard provides privacy, while multiple gabled roofs and windows enhance the architectural character of the home.
Home in Middletown
4.99 out of 5 average rating, 183 reviews

Beach House

My place is: -less than a 5 min walk to First beach -15 min walk to Second beach. -1 mile walk/drive to the start of the cliff walk. -2 miles to downtown Newport. You’ll love my place because of the: -Two Primary Suites -Open concept living -Huge outdoor entertaining area -Super close to beaches, cliff walk and a quick drive to downtown. . -Brand new construction. My place is good for 2 couples, large families (with kids), and big groups. RI Registration # RE.000311-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, 827 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 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
4.87 out of 5 average rating, 153 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.

Popular amenities for Middletown family-friendly rentals

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

  • Total rentals

    940 properties

  • Nightly prices starting at

    R1,217 ZAR before taxes and fees

  • Total number of reviews

    43K reviews

  • Pet-friendly rentals

    260 properties allow pets

  • Rentals with a pool

    220 properties have a pool

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

Destinations to explore