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
An airy living area features light-colored walls and hardwood floors. Comfortable seating is arranged around a central coffee table. A round dining table is set for meals. Large glass doors offer a view of the outdoors, providing ample natural light.
Guest house in Middletown
4.94 out of 5 average rating, 102 reviews

The Cottage at Relaxing in Newport RI + waterviews

Socialize and cook in an open kitchen/family room with granite counters, stainless appliances, and bar stand. The light-filled interior also features hardwood floors and a stone-tiled shower. Grill and dine on the deck while viewing the water. Very clean, open space living, view of the water from outside deck, quiet neighborhood, but close to all the activities Newport has to offer. Large yards for activities, outside fireplace pit and outside shower. Private driveway. We have a back yard for play, and relaxing, fireplace pit, and outside shower that all add to the beauty and relaxation of staying at The Cottage. I love offering information, and getting to know my guests, but take the que from them. It's there holiday, and we just want them to have a wonderful experience overall. Over the last three years, Ed and I have made some wonderful friendships with our guests, but we do not push, we just enjoy people. Stroll a couple of blocks to Sweetberry Farm, and taste wine at nearby Greenvale Vineyards. Discover the many boutiques, galleries, and restaurants of downtown Newport, a 10-minute drive, while Second Beach is within walking distance of here. our driveway is yours to use..plenty of space. Great bike riding and walking available. We are close to Newport, 2nd Beach and Sweetberry farm. You can hear the cows and birds sing, and see the stars at night. We are hear to make your vacation treasured.

Top guest favourite
A well-maintained outdoor space features a spacious patio with comfortable seating arranged around a fire pit. Lush green lawns surround the area, and a path of stepping stones leads through the yard. The backdrop includes neighboring houses and trees.
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.

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
4.98 out of 5 average rating, 180 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
An open floor plan reveals a modern kitchen with sleek cabinetry and stainless steel appliances. A spacious living area features a sofa and accent chair, while a dining table is positioned near a window. Natural light fills the space, highlighting the warm hardwood flooring.
Flat in Newport
4.99 out of 5 average rating, 211 reviews

“The Pearl of Broadway”

Newly updated apartment. Open floor plan with a gorgeous new kitchen which i @1485 square feet or size of 4.5 avg. hotel rooms. It has a dining area as well as living space. Beautiful hardwoods throughout. The bedroom has a King bed and the open floor has a double Murphy bed. Two bathrooms with stunning tiling! Walk to Broadway, Washington Sq. or Thames St. with its lovely shopsI Fully licensed One of three units available in building- airbnb.com/h/gritsjewel airbnb.com/h/gritsloft

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, 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.

Top guest favourite
The great room is characterized by a spacious layout featuring wooden beams and abundant natural light. A comfortable seating area is arranged around a coffee table, while a dining table is set near large windows. The kitchen area includes modern appliances and bar seating.
Home in Middletown
5 out of 5 average rating, 104 reviews

Gather Farmhouse | 4BR | 2BA w/ Hot Tub

Beautiful 4 bedroom with an additional queen size pullout. Can sleep 8 and accommodates more sleeping areas for children under 12. Welcome to Gather Farm House! We are located on a 6 acre tree farm where we grow unique tree varieties and fruit. Our farm is across from New Englands top Public Golf Course, Newport National Golf Course and is a short distance to the beach and downtown Newport. Our great room boasts a bright open airy layout perfect for your family gathering

Guest favourite
Apartment in Middletown
4.89 out of 5 average rating, 298 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 favourite
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.

Guest favourite
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, 178 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.

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, 139 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.

Superhost
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
4.85 out of 5 average rating, 212 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!

Top guest favourite
The bedroom features a spacious bed with layered bedding and decorative pillows. Soft lighting from bedside lamps creates a calming ambiance. A piece of artwork is displayed above the bed, while the ceiling's angled design adds character to the space.
Flat in Middletown
4.97 out of 5 average rating, 292 reviews

Private Beach Retreat close to Newport

Beautiful 1 bedroom, 1 Bath apartment with separate entrance close to 1st, 2nd & 3rd Beaches & St. George’s School. Beautiful country setting & only 5-10 min drive to downtown Newport. Private entrance. Parking for 1-2 cars, free use of beach chairs. Guests have use of the BBQ Grill & Outdoor Shower. Actual distances to area beaches: 2nd Beach 1 mile; 3rd Beach 1.4 miles; 1st Beach 1.4 miles.

Popular amenities for Middletown holiday rentals

When is the best time to visit Middletown?

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Avg. price$273 SGD$268 SGD$289 SGD$307 SGD$385 SGD$440 SGD$546 SGD$550 SGD$449 SGD$369 SGD$287 SGD$289 SGD
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Frequently Asked Questions

  • What are the best places to stay in Middletown?

    Stays near Middletown’s coast, in residential neighborhoods, or close to nature preserves are often preferred by visitors. Areas around local beaches and main roads provide easy access to outdoor and cultural attractions.

  • What are the best things to do in Middletown with kids?

    Kids often enjoy beach outings, hands-on visits to local farms, and nature walks in preserves around Middletown. Family-friendly events, playgrounds, and interactive learning centers make the area engaging for younger travelers.

  • What are some of the best things to do in Middletown?

    Explore local beaches, visit nature preserves, and discover historic sites around Middletown. The area is frequently suggested for hiking, birdwatching, and enjoying Rhode Island's coastal landscape.

  • How is the weather in Middletown?

    Middletown has cold winters, with temperatures typically from 20–38°F (-7–3°C), and warm summers reaching 62–80°F (17–27°C). Spring and autumn are milder, with occasional rain, so layering is suited for outdoor experiences.

  • When is the best time to visit Middletown?

    Late spring through early autumn is often recommended for milder temperatures, outdoor activities, and community events. Winter brings colder weather, so plan accordingly if you prefer quieter coastal scenery.

  • What are the best places to visit in Middletown?

    Beaches, nature preserves, and local farms are frequently suggested for visitors to Middletown. Discover historic sites, scenic trails, and seasonal cultural events in the surrounding community.

  • What are some hiking trails in Middletown?

    Middletown has several trails, including woodland walks in local preserves and coastal paths with scenic views. Explore nature areas for gentle routes suitable for hikers of all ages and skill levels.

  • What are some family activities we can do in Middletown?

    Enjoy sandy beaches, nature preserves, and interactive visits to local farms around Middletown. Many families spend time hiking, picnicking, or exploring hands-on learning centers and outdoor playgrounds.

  • What are some of the best day trip ideas from Middletown?

    Day trips often include exploring Newport's historic mansions, wandering scenic coastal towns, or visiting cultural sites in Providence. Many visitors enjoy discovering regional museums, art galleries, and local markets during their stay.

  • Are there any pet friendly accommodations available in Middletown?

    Middletown has pet-friendly vacation rentals, with many hosts welcoming dogs. Look for stays near parks or beaches, making it convenient to enjoy outdoor walks with your pet.

  • What are some local tips for visiting Middletown?

    Locals often suggest exploring nature trails early in the day, sampling regional seafood, and visiting nearby towns for arts and festivals. Bring a reusable bag for local markets, and check seasonal schedules for outdoor activities.

  • What is Middletown known for?

    Middletown is known for its coastal landscape, sandy beaches, and nature preserves. The area also has a history of agriculture and is recognized for seafood traditions and seasonal community events.

  • What are the best hidden gems to explore in Middletown?

    Middletown has scenic trails, lesser-known beaches, and quiet farms open for tours and activities. Nature lovers often enjoy exploring small wetlands, birding spots, and peaceful coastal paths that are less crowded.

  • What are the best foods to try in Middletown?

    Regional seafood such as clam chowder, lobster rolls, and locally harvested oysters are often recommended in Middletown. Enjoy classic New England fare, farm-fresh produce, and traditional bakery treats during your visit.

  • What should I bring for a trip to Middletown?

    Pack layers for shifting coastal temperatures, comfortable shoes for exploring, and a light rain jacket for occasional showers. Beach gear and sunscreen are useful for outdoor activities, while binoculars can enhance birdwatching and nature walks.

  • What is the nightlife in Middletown like?

    Middletown has casual nightlife options, such as local taverns, laid-back bars, and seasonal live music venues. The vibe is relaxed, with evening spots focused on conversation, local flavors, and occasional entertainment.

  • What are the most popular events or festivals in Middletown?

    Middletown has community festivals in late spring and summer, with farmers markets, seafood celebrations, and art fairs frequently suggested. Nearby Newport also hosts well-known music and cultural events that attract visitors from the region.

  • Are there family friendly vacation rentals in Middletown?

    Middletown has a variety of family-friendly vacation rentals, including homes with outdoor spaces and flexible sleeping arrangements. Neighborhoods near parks or beaches are frequently suggested for convenient family activities.

Quick stats about holiday rentals in Middletown

  • Total holiday rentals

    Explore 1,580 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 82,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    970 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 400 rentals that welcome pets

  • Holiday rentals with a pool

    430 properties feature pools

  • Rentals with dedicated workspaces

    780 properties have a dedicated workspace

  • Wifi availability

    1,580 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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