Discover Your Perfect Middletown Vacation Homes

Best Vacation Homes in Middletown

House
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like-icon10.0
Exceptional
(148 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
CA $628/Night 7 Nights - CA $4,399
star-icons-4
House
Map-icon
like-icon9.8
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 10 Guests 2002.09 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,603/Night 7 Nights - CA $11,220
House
Map-icon
like-icon9.0
Exceptional
(276 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $354/Night 7 Nights - CA $2,476
House
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
4 Bedrooms 3 Baths 12 Guests 2268 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $1,788/Night 7 Nights - CA $12,513
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House
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like-icon9.5
Exceptional
(2 Reviews)
7 Bedrooms 3 Baths 8 Guests 2863.2 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,388/Night 7 Nights - CA $9,715
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests 780 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $808/Night 7 Nights - CA $5,654
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 8 Guests 3543 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $3,584/Night 7 Nights - CA $25,091
House
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
5 Bedrooms 6 Baths 10 Guests 2548 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $3,415/Night 7 Nights - CA $23,904

Middletown Luxury Rentals

House
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like-icon9.4
Exceptional
(3 Reviews)
10 Bedrooms 10 Baths 36 Guests 5200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $7,978/Night 7 Nights - CA $55,844
House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
6 Bedrooms 4 Baths 14 Guests 3955 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $3,637/Night 7 Nights - CA $25,462
House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
5 Bedrooms 4 Baths 10 Guests 3700 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $3,438/Night 7 Nights - CA $24,065
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
6 Bedrooms 7 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $3,159/Night 7 Nights - CA $22,113
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $3,061/Night 7 Nights - CA $21,427
House
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
5 Bedrooms 3 Baths 10 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,746/Night 7 Nights - CA $19,225
House
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
4 Bedrooms 5 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $2,585/Night 7 Nights - CA $18,094
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 2950 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,449/Night 7 Nights - CA $17,140

Middletown Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon9.6
Exceptional
(11 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $369/Night 7 Nights - CA $2,583
star-icons-4
Apartment
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 4 Guests 1001.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $642/Night 7 Nights - CA $4,494
Hotel
Map-icon
like-icon8.0
Excellent
(785 Reviews)
1 Bath
  • Pool
    Pool
  • Breakfast
    Breakfast
More amenities
CA $257/Night 7 Nights - CA $1,798
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 8 Guests 2982 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $2,363/Night 7 Nights - CA $16,542
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Apartment
Map-icon
like-icon9.0
Exceptional
(7 Reviews)
3 Bedrooms 1 Bath 6 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $626/Night 7 Nights - CA $4,383
House
Map-icon
4 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $2,016/Night 7 Nights - CA $14,109
Apartment
Map-icon
like-icon10.0
Exceptional
(109 Reviews)
2 Bedrooms 1 Bath 5 Guests 950 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $411/Night 7 Nights - CA $2,878
House
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
4 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $714/Night 7 Nights - CA $5,001

Middletown Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(175 Reviews)
4 Bedrooms 3 Baths 11 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $2,325/Night 7 Nights - CA $16,273
New
House
Map-icon
1 Bedroom 2 Baths 12 Guests 2002.09 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
CA $1,403/Night 7 Nights - CA $9,821
House
Map-icon
like-icon10.0
Exceptional
(59 Reviews)
5 Bedrooms 3 Baths 13 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $747/Night 7 Nights - CA $5,226
House
Map-icon
like-icon10.0
Exceptional
(160 Reviews)
3 Bedrooms 2 Baths 10 Guests 1500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $554/Night 7 Nights - CA $3,879
House
Map-icon
like-icon10.0
Exceptional
(128 Reviews)
6 Bedrooms 3 Baths 14 Guests 3200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,503/Night 7 Nights - CA $10,522
House
Map-icon
like-icon10.0
Exceptional
(120 Reviews)
4 Bedrooms 3 Baths 10 Guests 2340 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,491/Night 7 Nights - CA $10,439
House
Map-icon
like-icon10.0
Exceptional
(115 Reviews)
5 Bedrooms 4 Baths 10 Guests 2812 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,512/Night 7 Nights - CA $10,580
House
Map-icon
like-icon10.0
Exceptional
(108 Reviews)
4 Bedrooms 2 Baths 10 Guests 1750 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,361/Night 7 Nights - CA $9,527

Why Choose Rent By Owner for your Middletown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Middletown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can greatly enhance your experience here, allowing you to enjoy this destination’s natural beauty and local ambiance at its best.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, you can enjoy warm weather and bustling beaches, making this a popular time to visit for beach lovers and outdoor enthusiasts.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to October)

The early fall offers pleasant weather and vibrant foliage, perfect for exploring the scenic landscapes and enjoying outdoor activities in this charming region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Spring (April to May)

Spring brings mild temperatures and fewer crowds, providing a peaceful setting to explore the area's natural beauty and local attractions.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
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Winter (December to February)

The quieter winter months offer a cozy atmosphere with fewer visitors, ideal for those seeking tranquility and off-season rates in this destination.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Middletown

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck perfect for relaxing or dining al fresco amidst the scenic surroundings of the region.
  • Take advantage of a spacious yard or lawn area ideal for outdoor activities and family gatherings during your stay.
  • Make the most of swimming pools available on some properties, offering a refreshing escape close to the area's beaches.
  • Benefit from outdoor grilling stations, allowing you to prepare meals while enjoying the pleasant climate here.
  • Relax in a hammock or lounge chairs provided on the grounds, perfect for soaking up the sun or reading outdoors.
  • Utilize outdoor fire pits or fireplaces to gather with loved ones and enjoy cozy evenings under the stars.
  • Explore nearby walking trails or access to outdoor sports facilities that enhance your experience here in the region.
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Family Activities

  • Cliff Walk at Sachuest Point National Wildlife Refuge: Enjoy a scenic family hike along the coastline, where you can observe local wildlife and take in breathtaking ocean views in this region's protected natural areas.
  • Fort Adams State Park: Explore historic fortifications and expansive outdoor spaces perfect for picnics and family outings in this destination’s coastal park.
  • International Tennis Hall of Fame Museum: Engage your family with interactive exhibits and learn about the sport’s history at this iconic museum located near the area’s vibrant community.
  • Second Beach: Relax on sandy shores with your loved ones, enjoy swimming, or build sandcastles in this popular family-friendly beach setting in this seaside town.
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Adult Activities

  • Visit the Norman Bird Sanctuary: Explore this peaceful sanctuary to enjoy guided nature walks and observe local wildlife in a serene setting.
  • Discover Sachuest Point National Wildlife Refuge: Spend time here to experience scenic coastal views and observe migratory birds in their natural habitat.
  • Relax on Second Beach: Unwind on the sandy shores of this popular beach, perfect for sunbathing, swimming, or simply soaking in the ocean views.
  • Explore Newport Harbor Cruises: Embark on a boat tour from the harbor to see stunning coastal scenery and learn about maritime history in the region.

Middletown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local beaches: Take advantage of nearby sandy shores to enjoy relaxing days by the water during your stay here.
  • Discover regional cuisines: Sample fresh seafood and regional specialties at local eateries to experience the authentic flavors of this destination.
  • Visit scenic outdoor spots: Make time for outdoor adventures in parks or nature reserves to fully appreciate the natural beauty of the area.
  • Plan flexible activities: Incorporate a mix of sightseeing, leisure, and spontaneous plans to maximize your memorable experience here.

Transportation Options

  • Car Rentals: You can explore the area at your own pace by renting a vehicle, providing flexibility to visit nearby beaches and local attractions efficiently.
  • Public Transit: The regional bus services offer an affordable way to navigate here, connecting you to key spots across the region with ease.
  • Taxis and Rideshare Services: These options provide convenient, on-demand transportation around the destination, ideal for quick trips or late-night outings.
  • Ferry Services: Enjoy scenic travel between here and nearby islands or coastal destinations, adding an adventurous touch to your stay in the region.

Local Customs Options

  • Clam Chowder Tradition: Participating in the local clam chowder tradition offers a flavorful glimpse into regional culinary customs during your stay.
  • Maritime Heritage Celebrations: Engaging in maritime heritage celebrations allows you to appreciate the area's rich seafaring history and community spirit.
  • Historic Preservation Practices: Respect for historic preservation practices ensures you experience the region’s well-preserved architecture and cultural landmarks authentically.
  • Seasonal Festivals and Parades: Attending seasonal festivals and parades provides an immersive way to enjoy community customs unique to this seaside destination.

Frequently Asked Questions About Middletown?

2. How many vacation rentals have private pools in Middletown?

There are 14 vacation rentals with private pools near Middletown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Middletown are best for families?

If you are looking for a family-friendly vacation home in Middletown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middletown:

4. How many Rentbyowner vacation rentals are available in Middletown?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 476 in the Middletown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middletown. 

5. What is the cancellation policy for vacation rentals in Middletown, Rhode Island?

Cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with canceling your reservation.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees, such as cleaning charges, service fees, or local taxes, are usually detailed in each listing. It’s best to read the full description or reach out to the owner for clarification on any extra costs.

7. How do I confirm my reservation and what is required at check-in?

Once you complete the booking process, your reservation will be confirmed through the platform. Check-in procedures, including key collection or host contact information, are typically provided in the listing or sent via email prior to your arrival.

8. Is there a minimum stay requirement for vacation rentals in this region?

Minimum stay requirements depend on the property and the time of year. This information is outlined in the listing details, so reviewing each property’s policy or contacting the owner can help clarify your plans.

9. Can I modify or extend my stay after booking a vacation rental?

Modifications or extensions are subject to availability and the property owner’s approval. Contact the host directly through the platform to discuss your specific needs and see if arrangements can be made.

Middletown Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(77 Reviews)
4 Bedrooms 2 Baths 10 Guests 2100 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $946/Night 7 Nights - CA $6,621
House
Map-icon
like-icon10.0
Exceptional
(65 Reviews)
4 Bedrooms 3 Baths 8 Guests 2293 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,240/Night 7 Nights - CA $8,683
House
Map-icon
like-icon10.0
Exceptional
(25 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $1,902/Night 7 Nights - CA $13,310
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
4 Bedrooms 3 Baths 14 Guests 3200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,319/Night 7 Nights - CA $16,236
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 4 Baths 10 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $2,183/Night 7 Nights - CA $15,283
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $767/Night 7 Nights - CA $5,372
Cottage
Map-icon
like-icon9.8
Exceptional
(191 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
CA $591/Night 7 Nights - CA $4,139
House
Map-icon
like-icon9.8
Exceptional
(71 Reviews)
4 Bedrooms 1 Bath 8 Guests 2300 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $797/Night 7 Nights - CA $5,581