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, 143 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, 164 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
An aerial view of a modern, three-level home features a spacious outdoor deck with seating arrangements. Large glass doors on each level allow natural light to flood the interior. A well-maintained lawn surrounds the structure, and neighboring homes are visible in the background.
Home in Middletown
5 out of 5 average rating, 102 reviews

Your 5 Star Beach House Experience

Only 1 week left for Summer 2026! 🌊☀️ Just 60 seconds from Easton's Beach, Mar Azul is your perfect Newport getaway! Nestled in Easton’s Point, this stunning 3-level modern home puts you steps from downtown Newport’s vibrant attractions, dining, and charm. Unwind with a cocktail on our ocean-view decks, fire up the BBQ on the private patio, or stroll to the beach and restaurants. Book now for an unforgettable summer escape at Mar Azul. ///Smoking & Parties are not allowed: RE.00887-STR

Guest favourite
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
4.92 out of 5 average rating, 189 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**

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, 151 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!

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 home in Middletown
4.99 out of 5 average rating, 151 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.

Superhost
A spacious studio layout is seen, featuring a comfortable brown leather sofa adorned with decorative cushions. A wooden dining table with chairs occupies one corner, while a partial divider separates the sleeping area from the living space. Warm lighting enhances the inviting atmosphere.
Flat in Newport
4.81 out of 5 average rating, 233 reviews

Downtown - Steps to Harbor & Restaurants

Studio in Historic Church building. Canopy Queen bed. Steps to Washington Square, restaurants, wharves and harbor. Walk to harbor shuttle (Festivals). AC. Queen bed. Wifi. Smart TV. Overnight parking lots less than block away. Kitchenette. 1.1 miles to Beach NO PARKING PROVIDED. Parking lots less than a block away on Marlborough St. FREE parking option & shuttle less than a mile away. Newport Park & Ride at base of Newport Bridge. Pets or additional guests will be aded.

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, 111 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, queen futon in living room, 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
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.
Flat in Middletown
4.92 out of 5 average rating, 148 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.
Flat in Middletown
4.89 out of 5 average rating, 226 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
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, 830 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 recently renovated two-story home is featured with a gray exterior and white trim. Spacious porches overlook a well-maintained lawn surrounded by gravel. The entrance is marked by a set of wide stairs, leading to a welcoming front door flanked by large windows.
Home in Middletown
4.97 out of 5 average rating, 135 reviews

Steps from Beach and Minutes to Downtown!

Recently renovated home located between Newport's 2 best beaches. Choose your adventure! Spend the morning at Easton's (1st) Beach, soak up some sun, visit the aquarium, and ride the carousel. Grab a lobster roll for lunch before heading off for a stroll along Newport's Cliff Walk - or - Walk over to Surfer's End at Sachuest (2nd) Beach to catch some waves, sip on a Del's lemonade, and hike Sachuest Point National Wildlife Refuge.

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$252 SGD$247 SGD$257 SGD$311 SGD$390 SGD$446 SGD$537 SGD$518 SGD$419 SGD$359 SGD$286 SGD$260 SGD
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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 $52 SGD 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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