Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

Guests agree: these stays 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, 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 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, 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.

Top guest favorite
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 favorite
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.

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, 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 favorite
The kitchen area features white cabinetry and a light countertop, equipped with a microwave, dishwasher, and a compact refrigerator. A cozy seating nook by the window includes a modern black chair and a small table, with a patterned rug adding warmth to the space.
Apartment in Downtown Providence
4.98 out of 5 average rating, 101 reviews

Walking Distance to RISD, Brown, & Convention Hall

Historic charm in downtown Providence! Enjoy restaurants and attractions within walking distance! Conveniently located in the heart of DownCity, and less than a half mile from Brown University, you'll enjoy endless dining options in one of America's top 10 foodie cities. Take a quick walk over to the East Side to experience Providence's historic culture while walking the grounds of Brown University. Whether you're staying a week or a month you will have endless options to explore in PVD!

Guest favorite
A view from the deck reveals a parking lot surrounded by buildings, adorned with various flags, including American and French flags. Several parked cars are visible, under a clear blue sky. The scene captures a vibrant atmosphere typical of a downtown area.
Apartment in Newport
4.88 out of 5 average rating, 497 reviews

The location on the Harbor w/ prkng

Located right off Thames St. between Thames St. and the Newport Harbor. The perfect location for a fun vacation. Right in the center of downtown and close to everything! The bedding and linens are updated each year. This apartment can sleep up to four people with the pull out couch in the living room. Free parking for one car! Deck Looking out to Thames St. Enjoy the sun on the deck or have a cookout. Clean cool apartment with all the amenities. No parties or smoking

Guest favorite
An open-concept living area features a large dining table surrounded by elegant chairs, with a modern kitchen visible in the background. Light fixtures add a subtle glow, while a cozy seating arrangement is positioned near a wall-mounted television, creating a welcoming space for relaxation.
Home in Middletown
4.94 out of 5 average rating, 112 reviews

3 Miles to the Beach, 3 Miles to Downtown Newport!

3 miles to the beach, 3 miles to downtown Newport, 1 mile to Newport Vineyards/Taproot Brewing Co! This listing was specially designed with your comfort in mind! 1 king and 2 queen beds, smart-home central AC, an open concept first floor and full kitchen all located on a quiet street just minutes from Newport! This home offers everything you, your family and your friends need for a perfect getaway to Rhode Island's most famous beach destination! STR-1063 RE.04233-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, 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 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, 173 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.

Guest favorite
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!

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, 200 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!

Popular amenities for Middletown vacation rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$40,523 GYDG$39,687 GYDG$41,359 GYDG$49,923 GYDG$62,664 GYDG$71,646 GYDG$88,983 GYDG$89,610 GYDG$73,108 GYDG$57,442 GYDG$45,954 GYDG$41,776 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C22°C21°C17°C11°C6°C1°C

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 vacation rentals in Middletown

  • Total vacation rentals

    Explore 1,650 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$8,355 GYD per night before taxes and fees

  • Verified guest reviews

    Over 83,300 verified reviews to help you choose

  • Family-friendly vacation rentals

    960 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 380 rentals that welcome pets

  • Vacation rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

  • Wi-Fi availability

    1,640 of Middletown vacation rentals include wi-fi 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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