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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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, 221 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 well-kept outdoor dining area is situated on gravel, surrounded by lush green grass. A round table with white chairs is shaded by a large umbrella, providing a comfortable space for alfresco meals. Lively greenery and a fence enclose the vibrant landscape.
Home in Middletown
4.99 out of 5 average rating, 191 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 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
4.98 out of 5 average rating, 178 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 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, 323 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.

Guest favorite
A comfortable living area features a large sectional sofa with soft cushions, positioned around a wooden coffee table. Natural light enters through the front door and windows, illuminating the light-colored walls and hardwood flooring. A welcoming atmosphere is created with simple nautical decor.
Apartment in Middletown
4.95 out of 5 average rating, 304 reviews

Charming Beach Cottage with Stunning Ocean Views!!

Perfect spot for a beach getaway with stunning ocean views and steps away from 1st beach and just a short walk to 2nd beach! All new furnishings, linens, and kitchenware and beachy decor. Plan your stay and walk everywhere! - 1st & 2nd Beaches, Cafes, Restaurants, Shops, Spirits Store, Del’s Lemonade and more! -Perfect location for family or guests attending a wedding @ Newport Beach Club. -Walk to the Cliff Walk, Historic Newport Mansions and downtown! Don't miss out on this great spot!

Top guest favorite
A spacious kitchen features dark wooden cabinetry and light granite countertops. The layout includes ample counter space and modern appliances. A glass cabinet above the counter showcases dishes, while hardwood flooring adds warmth to the area. The dining area is visible through an open space in the back.
Home in Middletown
4.88 out of 5 average rating, 220 reviews

Spacious 6BR Family Home Near Newport Beaches

BINGO! You found the SPACIOUS & COZY house in a quiet neighborhood! (No party allowed). 2 miles to Easton's Beach & Downtown. You'll have enough space to comfortably stay w/ your big family or big group of friends. 6 Bedrooms! 10 Beds (3 Kings, 4 Doubles, 2 Twins, 1 Sofa Bed). 2 Kitchens. Open concept kitchen & dining are 1st & 2nd floor. Guests love our beautiful porch/patio and backyard in the summer and living room with fireplace the winter! Parking spot for 6 cars. A MUST STAY!

Top guest favorite
An open floor plan is showcased, highlighting wood floors and exposed brick walls. Large windows allow natural light to flood the spacious living and dining area. A modern kitchen island with seating offers a central gathering space, complemented by a stylish dining table nearby.
Loft in Newport
4.98 out of 5 average rating, 174 reviews

“JEWEL”- ultimate, modern, stylish brick loft

Bright, modern & stylish original exposed brick-wall loft in downtown Newport/ Broadway area. Newly renovated with open floor plan, designer bath/ kitchen and all new appliances. High ceilings, new wood floors , 9 extra large windows, modern design. @ 1650 sq. ft (avg. Hampton inn room is @350 sq. ft) 1 private bedroom with queen bed, 1 Murphy bed (dble), 1 Bunk bed. One of three units available in the same building: airbnb.com/h/gritspearl airbnb.com/h/gritsloft

Guest favorite
Condo in Middletown
4.89 out of 5 average rating, 297 reviews

Classic Newport Beach Cottage with Ocean Views!

Perfect spot for a getaway with stunning ocean views and steps away from the beach! Plan your stay and walk everywhere... - Across from 1st beach & 10 min walk to 2nd beach - Restaurants, ice-cream, brewery, convivence store & more - Newport Beach Club Wedding venue - The Cliff Walk & Historic Newport Mansions. - 1 mile to Downtown Newport & the Harbor. Includes off- street parking, linens, kitchenware, washer/dryer. Don't miss out on this great spot!

Top guest favorite
Home in Middletown
4.98 out of 5 average rating, 130 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, 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.

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, 870 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
4.88 out of 5 average rating, 186 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 favorite
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, 177 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.

Popular amenities for Middletown family-friendly rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$67,970 GYDG$64,833 GYDG$69,016 GYDG$73,198 GYDG$89,929 GYDG$101,014 GYDG$120,254 GYDG$123,182 GYDG$101,014 GYDG$84,701 GYDG$71,107 GYDG$72,571 GYD
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Quick stats about vacation rentals that are family-friendly in Middletown

  • Total vacation rentals

    Explore 970 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$14,640 GYD per night before taxes and fees

  • Verified guest reviews

    Over 44,560 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 290 rentals that welcome pets

  • Vacation rentals with a pool

    240 properties feature pools

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

  • Wi-Fi availability

    970 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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