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, 171 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.

Superhost
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
4.9 out of 5 average rating, 195 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**

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, 155 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, 363 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.

Top guest favourite
A bright and spacious kitchen is equipped with modern stainless-steel appliances, including a refrigerator and double oven. Marble countertops are complemented by natural wood accents. A center island offers additional prep space, while elegant pendant lights hang above, enhancing the inviting atmosphere.
Home in Newport
4.95 out of 5 average rating, 118 reviews

Downtown Cottage

Experience refined coastal living in this exquisitely designed downtown Newport retreat, where luxury and comfort are seamlessly blended. Thoughtfully furnished with high-end, organic materials—from linen bedding to natural wood accents—every detail is chosen for both elegance and well-being. The open-concept living area flows into a chef’s-grade kitchen, outfitted with premium appliances, a gas range, and artisan cookware perfect for preparing locally sourced seafood or entertaining with sty

Top guest favourite
A stack of marble coasters is displayed on a decorative tray. Each coaster features a golden anchor design, resting against a backdrop of a patterned surface depicting various sea creatures in soft colors.
Home in Middletown
4.96 out of 5 average rating, 109 reviews

Relaxing Charmer near Beaches and Newport!

This spacious home boasts 2 family rooms for guests to relax in, as well as a deck, 4 comfortable bedrooms, and 2.5 baths. The house is easy to get to and has parking for up to 3 cars. Only 1.2 miles to the entrance of the Cliff Walk, and 1.5 miles to Second Beach. Hit the beach, visit the mansions, visit King's Park on the waterfront, or have dinner at Newport Harbor! This home is perfect for families, friends, and wedding guests alike! Check out the photos and email with any questions!

Top guest favourite
A spacious living room features large windows allowing natural light. Comfortable leather seating is arranged around a glass coffee table, and decorative cushions are placed on the sofas. A modern lamp stands beside a window, complementing the light-colored walls and wood ceiling.
Home in Middletown
4.95 out of 5 average rating, 109 reviews

Renovated 4 bed 2 bath Newport house

Beautifully renovated single family 4 bed 2-bathroom home in Middletown, RI. Perfect for two families vacationing together, grab a sibling or your best friend and come enjoy all Newport has to offer. A short drive to the beaches and the Normal Bird Sanctuary, and Newport's shops & restaurants. Visit the Mansions, Cliff Walk, and scenic cruises of Narraganset Bay. With an open floor plan, huge yard and deck, grill and outdoor shower, house is the ideal vacation getaway for families.

Top guest favourite
The exterior of the house features a large deck made of wood, surrounded by a spacious lawn. A fenced yard provides privacy, while multiple gabled roofs and windows enhance the architectural character of the home.
Home in Middletown
4.99 out of 5 average rating, 188 reviews

Beach House

My place is: -less than a 5 min walk to First beach -15 min walk to Second beach. -1 mile walk/drive to the start of the cliff walk. -2 miles to downtown Newport. You’ll love my place because of the: -Two Primary Suites -Open concept living -Huge outdoor entertaining area -Super close to beaches, cliff walk and a quick drive to downtown. . -Brand new construction. My place is good for 2 couples, large families (with kids), and big groups. RI Registration # RE.000311-STR

Guest favourite
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, 110 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 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, 841 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 favourite
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.
Flat in Middletown
4.99 out of 5 average rating, 316 reviews

15% Discount Jan-March. Lovely Private

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.

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

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Avg. price€ 166€ 163€ 169€ 204€ 257€ 293€ 364€ 367€ 299€ 235€ 188€ 171
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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 1,640 holiday rentals in Middletown

  • Nightly prices starting at

    Middletown holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 81,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    940 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 380 rentals that welcome pets

  • Holiday rentals with a pool

    400 properties feature pools

  • Rentals with dedicated workspaces

    810 properties have a dedicated workspace

  • Wifi availability

    1,630 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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