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
A bright bedroom features a twin bed adorned with a colorful striped blanket and a decorative pillow. Natural light enters through a window dressed with sheer curtains, illuminating the space. A blue dresser sits nearby, complemented by soft lighting from a lamp.
Apartment in Middletown
4.89 out of 5 average rating, 215 reviews

Newport Beach Retreat

Adorable 2 bedroom 2nd floor apartment located exactly 1 mile from both 1st and 2nd beaches, only 2 miles from downtown Newport and the mansions. Bring your bikes to enjoy the 14 mile trip from our front door to complete the Ocean Drive loop, or go the full 26.2 mile marathon loop. Whether your preference is to relax on the beach, enjoy Newport's shops, restaurants, & night life, or to cozy up inside, cook for yourself and watch a movie, this is the perfect retreat. *Please read full details.

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, 144 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.

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, 177 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.

Guest favorite
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, 190 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
An aerial view captures a renovated home surrounded by lush greenery. A spacious deck with seating and a dining area adjoins a clear swimming pool, highlighting the outdoor space. The property is bordered by mature trees, creating a serene environment.
Home in Middletown
4.92 out of 5 average rating, 156 reviews

Modern Home w/ Pool & Game Room | Mins to Newport

Escape to our stunning, upscale, renovated home in Middletown, RI! This property boasts a prime location with the beach & downtown Newport just minutes away! With sleeping space for 10 adults + kids, our home offers a private getaway for groups in town for a wedding or seeking a memorable vacation. Lounge by the pool, grill up some food, or snuggle up and watch a movie inside, this home has it all! Make memories that will keep you coming back year after year. Follow us on Insta: Searenity.House

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, 137 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, 151 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.

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, 149 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 this off-season 2024**

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, 832 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!)

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, 314 reviews

Lovely private setting near 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.

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, 192 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!

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, 282 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. priceG$56,043 GYDG$56,252 GYDG$60,435 GYDG$73,191 GYDG$89,920 GYDG$101,004 GYDG$120,242 GYDG$123,170 GYDG$101,004 GYDG$80,510 GYDG$64,408 GYDG$61,690 GYD
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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 G$14,638 GYD 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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