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Middletown vacation rentals

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Top-rated vacation rentals in Middletown

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Home in Coventry

4.86 out of 5 average rating, 128 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favorite

Apartment in South Kingstown

4.88 out of 5 average rating, 119 reviews

Converted Country Church By The Beach

Welcome to our country church by the beach. Get the benefit of being just minutes from the beach yet the privacy of seeing stars at night in a woodsy setting. You'll be able to sit on your private patio at night with a fire under the string lights. Try our favorite ice cream shop down the street or a short drive to downtown Wakefield. Take the morning to surf & the afternoon to lay on the beautiful beaches. This apartment is perfect for families or small groups. Easily accessible on one level.

Superhost

Home in Newport

4.86 out of 5 average rating, 377 reviews

Central Downtown Newport House & Courtesy Parking

Location, location, location: Your luxurious and spacious vacation home in the center of historic downtown Newport - just steps to harbor and wharves, waterfront restaurants, wedding venues, Brick Market Place, Thames Street shops, cafes, Starbucks, museums, Jane Pickens Theater, Trinity Church, and the water taxi to Fort Adams and the Jazz and Folk festivals. A short stroll to Goat Island, trendy Broadway, Bellevue Avenue shopping and mansions, Tennis Hall of Fame, and summer farmers market.

Guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 137 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Guest favorite

Condo in Newport

4.94 out of 5 average rating, 499 reviews

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

Guest favorite

Home in Narragansett

4.98 out of 5 average rating, 146 reviews

Walk to Seawall & Dining, Beach Passes included!

Welcome to our 6-bedroom 4-bath home in Narragansett's historic Pier neighborhood. Right off of Boon Street where you will find local restaurants, just three blocks from the ocean & one block from a park! Very walkable and bikeable neighborhood. Just renovated with high-end finishes. The home's large 2 bedroom attached in-law suite is complete with a private entrance. *Any outside guests, vendors, media, and photography use of the home must be approved by the owner prior to booking.

Guest favorite

Home in Jamestown

4.94 out of 5 average rating, 283 reviews

25 Lincoln, 1st floor Condo

The ideal spot for your Jamestown getaway. Tastefully and exquisitely renovated, high-end 1st floor condo (owner resides on the 2nd floor). Brand new everything! Gorgeous open floor layout. Can't beat the location! Enjoy the gorgeous Jamestown ocean view from the comfort of the living room or expansive porch. Walk to all of your favorite Jamestown restaurants and shops. There are 3 bedrooms. 1st, queen bed. 2nd, twin bunk bed, with another mattress sliding out. 3rd, full bed.

Superhost

Home in Middletown

4.83 out of 5 average rating, 24 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

Guest favorite

Apartment in Newport

4.99 out of 5 average rating, 325 reviews

The Peaceful Puffin

Great location, cleanliness and exceptional amenities are some of our strongest traits. This spotless apartment is located in a desirable part of the city, in walking distance to downtown, beaches, the mansions, restaurants, the harbor and Fort Adams! Fully equipped for a wonderful vacation! Central air & laundry in unit! 2 bedrooms, equipped with luxurious bedding, a spacious open living room with a beautifully updated kitchen and a large bathroom.

Superhost

Guesthouse in Dartmouth

4.89 out of 5 average rating, 123 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Guest favorite

Home in Narragansett

5 out of 5 average rating, 17 reviews

Sunset Sanctuary - Beachfront Vacation Home

Indulge in charming 2-bedroom property with a loft, accommodating up to 8 guests. Step onto the private deck for stunning ocean and sunset views. From coffee on the deck to beach activities, this coastal retreat offers bliss by the sea. Steps away from ocean views and exclusive beach access shared only between owners and guests.

Guest favorite

Home in Portsmouth

4.96 out of 5 average rating, 120 reviews

Waters Walk

Recently renovated in a family friendly neighborhood. Walk to the beach. ~ 1/2 mile walk and enjoy the local restaurants. Enjoy local activities in Portsmouth like Polo & Greenvale Vineyard or take a 20-30 minute drive to Newport for the hustle & bustle. 1 bedroom downstairs and 3 bedrooms upstairs.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Middletown vacation rentals

Self check-in
Gym
BBQ grill
Laptop-friendly workspace
Wifi

Stay near Middletown's top sights

Cliff Walk301 locals recommend
The Breakers151 locals recommend
Second Beach174 locals recommend
Easton's Beach163 locals recommend
Newport Vineyards126 locals recommend
Clarke Cooke House123 locals recommend

Other great vacation rentals in Middletown

Superhost

Home in Narragansett

4.94 out of 5 average rating, 49 reviews

Allagash

Guest favorite

Home in Narragansett

4.9 out of 5 average rating, 60 reviews

Charming Bonnet Shores Retreat - Walk to Beach

Superhost

Home in South Kingstown

5 out of 5 average rating, 18 reviews

Green Hill Getaway

Superhost

Apartment in North End

5 out of 5 average rating, 3 reviews

Modern and spacious lovely home

Superhost

Apartment in Narragansett

4.65 out of 5 average rating, 26 reviews

Beach Getaway Left

Guest favorite

Apartment in Middletown

4.94 out of 5 average rating, 17 reviews

Beach House, Pool & Hot Tub

Guest favorite

Home in Middletown

4.96 out of 5 average rating, 24 reviews

Tranquil cottage in Middletown near beaches

Superhost

Condo in Newport

4.73 out of 5 average rating, 60 reviews

Gorgeous Condo w/Roof Deck, Harbor Views on Thames

Show all

Quick stats about vacation rentals in Middletown

  • Total rentals

    1.6K properties

  • Total number of reviews

    71K reviews

  • Family-friendly rentals

    920 properties are a good fit for families

  • Pet-friendly rentals

    350 properties allow pets

  • Rentals with a pool

    360 properties have a pool

  • Rentals with dedicated workspaces

    770 properties have a dedicated workspace

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 360 vacation rentals in Purgatory, over 440 vacation rentals in South Portsmouth, over 1,980 vacation rentals in Memorial Boulevard, and over 1,510 vacation rentals in Lawtons.

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

    Yes! Work meets play with ease at over 750 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 350 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 cottage rentals in Middletown?

    Experience the best of Middletown with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do boutique hotel rentals in Middletown have wifi?

    Absolutely! We offer over 40 boutique hotel rentals with wifi in Middletown. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 110 apartment rentals with self check-in in Middletown. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Middletown have a bbq area?

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

  • Do hotel rentals in Middletown have a gym?

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

  • Are there family-friendly hotel rentals in Middletown?

    Middletown has more than 30 family-friendly hotel rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore