Holiday rentals in Middletown

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Top-rated holiday rentals in Middletown

Guests agree: these stays 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, 149 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, 173 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 favourite
A spacious recreational living area features a large area rug and a gas fireplace, providing a cozy focal point. Two teal sofas are positioned with decorative pillows, framing a modern coffee table. Large windows allow natural light to brighten the room.
Home in Middletown
4.9 out of 5 average rating, 132 reviews

Spacious & Updated Newport Retreat - Walk to Beach

Enjoy our NEWLY renovated two-level spacious 'Newport Beach Retreat' home located in a highly desirable area. 5 mins walk to Newport's famous First Beach (Easton's Beach) ; Within 5 mins drive to Second Beach & scenic Cliff Walk. Both beaches are great for surfing, sun-bathing and relaxing. You can walk to cafés, restaurants/bars and water sports rental shop. The area is home to Newport's lavish mansions, downtown, harbor walk, vineyards, shopping, dining, and favorite Newport WEDDING VENUES.

Top guest favourite
The kitchen features modern white cabinetry and marble countertops, equipped with essential appliances including a stove, microwave, and refrigerator. Natural light fills the space, highlighting the decorative elements such as houseplants and tableware. A functional island provides additional counter space and organization.
Cottage in Portsmouth
5 out of 5 average rating, 224 reviews

Cozy Cottage Near Newport. Water Views. Fireplace

Welcome to Aquidneck Cottage! Relax in our charming 3BR retreat, just a short walk to Island Park beach. This sun-drenched cottage features an open layout & well appointed kitchen, perfect for families or friends to unwind together. Explore the stunning Newport & Bristol coastline before returning to the comforts of the cottage including water views, fireplace, and a private backyard. Perfectly located near beaches, vineyards, breweries, shopping, golf courses, colleges, wedding venues, & more

Top guest favourite
A hot tub is situated under a shaded gazebo, surrounded by lush greenery and blooming hydrangeas. The area is well-maintained with neatly trimmed grass and subtle outdoor lighting, creating a serene space for relaxation.
Home in Middletown
4.98 out of 5 average rating, 102 reviews

Coastal Hideaway- hot tub close to Newport+beaches

Welcome to The Coastal Hideaway! Just off Indian Avenue within walking distance of Pebble Beach, your friends or family can relax by lounging on the outdoor patio, rocking on the side porch, or soaking in the hot tub. You can also enjoy the local beaches, visit Sweet Berry Farm, taste the local cuisine, and enjoy the many artisan shops in downtown Newport (just 15 minutes away). Brand new listing, this home is well equipped with everything from beach chairs to a pack-n-play to a chef's kitchen.

Top guest favourite
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, 146 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 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 home in Middletown
4.99 out of 5 average rating, 156 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
Guest suite in Middletown
4.95 out of 5 average rating, 364 reviews

Traveler's Guest Nest, special winter rates

Off-Season Special – Cozy Coastal Getaway Near Newport Escape the crowds and experience Newport in its quiet season. Our private studio offers peace, comfort, and easy access to the area’s best trails and beaches, just 3 miles from downtown. Perfect for a weekend getaway, nature walks, or a cozy couple’s retreat. Features: • Private entrance & patio • Easy parking • Quiet+safe Special off-season rates for fall and winter stays. A perfect little escape by the sea, without the Newport prices.

Guest favourite
A cozy living area features a gray Cloud sofa with decorative pillows, positioned near a coffee table with dishware. Nearby, a dining table is illuminated by natural light from a window. The warm wooden floor complements the light gray walls and mirrors in the adjoining room.
Flat in Newport
4.89 out of 5 average rating, 389 reviews

Period Elegance at a Central Downtown Newport Condo

Sit on a Cloud sofa by Restoration Hardware under a jewel-like stained-glass window. Dine in a high-ceilinged room as light dances off mirrors. A white and cool gray palette offsets the deep-honey toned, restored antique floor. Stroll from your door to almost everything Newport has to offer. Work remotely from your sparking-clean condo with high-speed internet. Please note that for medical reasons we are unable to host pets, service animals, or emotional support animals.

Top guest favourite
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, 117 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 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, 847 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
4.82 out of 5 average rating, 122 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!

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

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Avg. price$247 SGD$241 SGD$252 SGD$304 SGD$381 SGD$436 SGD$541 SGD$545 SGD$445 SGD$349 SGD$280 SGD$254 SGD
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Frequently Asked Questions

  • Where should I stay in Middletown?

    Make yourself at home in Middletown by choosing from our most frequently booked neighborhoods. We have over 390 vacation rentals in Purgatory, over 1,500 vacation rentals in Lawtons, and over 1,980 vacation rentals in Memorial Boulevard.

  • Are there vacation rentals with a dedicated workspace in Middletown?

    Yes! Work meets play with ease at over 810 vacation rentals in Middletown featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Middletown?

    Four-legged friends are welcome in Middletown. Choose from more than 380 vacation rentals for guests traveling with pets.

  • Are there Middletown vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 400 vacation homes with pools in Middletown, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in boutique hotel rentals in Middletown?

    Experience the best of Middletown with our boutique hotel rentals, starting at about $230 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Middletown have wifi?

    Absolutely! We offer over 20 townhouse rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Middletown have self check-in?

    Absolutely! We offer over 20 cottage rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Middletown have a bbq area?

    Absolutely! We offer over 50 apartment rentals with a bbq area in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Middletown have a gym?

    Absolutely! We offer over 30 apartment rentals with a gym in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly private suite rentals in Middletown?

    Middletown has more than 10 family-friendly private suite rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Middletown

  • Total holiday rentals

    Explore 1,650 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 83,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    960 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 380 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

  • Wifi availability

    1,640 of Middletown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests – averaging 4.8 out of 5!

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