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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Top guest favourite
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, 146 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 favourite
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, 167 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 favourite
A two-story house is depicted with a welcoming front porch featuring white railings and columns. Lush greenery surrounds the property, with neatly trimmed grass and various plants enhancing the outdoor space. The house's siding is light-colored, complemented by shaded areas from nearby trees.
Casa particular in Newport
4.95 out of 5 average rating, 152 reviews

Cozy Den, steps to Cliff Walk, Beaches & Downtown

+PLEASE READ ENTIRE LISTING before booking and ALL pre/post check in/out info after. Thank you. Hello! This is a perfect little weekend getaway spot for two adults. You will be in walking distance to downtown, the Wednesday Farmer's Market, Salve, Cliff Walk, Mansions, Easton's Beach, a grocery store, coffee shops, and a pharmacy. We are an owner-occupied multi-generational Newporter (+ 1 dog from Tennessee) home. LGBTQ+ friendly. We know the vegan spots if you need them. All are welcome!

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, 139 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 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 homes 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 favourite
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
4.94 out of 5 average rating, 111 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 favourite
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, 151 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**

Guest favourite
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, 227 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 favourite
A spacious studio apartment features a king bed against a wall and a comfortable seating area with a sofa. Double doors lead to a patio that overlooks a pool area, creating a seamless flow between indoor and outdoor spaces. Soft, neutral colors enhance the inviting atmosphere.
Guest suite in Crompton
4.95 out of 5 average rating, 156 reviews

Executive Suite: Luxury Studio

Welcome to our studio apartment in West Warwick – the perfect blend of comfort and convenience! Pamper yourself with a lavish king bed and unwind in the hot tub. This fully furnished space has a private entrance and is strategically located just 15 minutes from PVD airport, universities, hospitals, and more. Whether you're here for work or play, our apartment offers a central hub for your stay. Book now for a seamless combination of modern amenities and prime location!

Top guest favourite
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, 836 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 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
4.81 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 favourite
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, 658 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.

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

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Avg. price$375 CAD$376 CAD$404 CAD$489 CAD$601 CAD$675 CAD$804 CAD$823 CAD$675 CAD$538 CAD$430 CAD$412 CAD
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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 $98 CAD 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

  • Wifi availability

    940 of Middletown vacation 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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