What are the top rated Winter Rentals in Middletown?

There are a lot of options in Middletown. If you plan on staying in the Middletown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Middletown: <a href="/property/walk-to-private-beach-central-air-outdoor-shower/HA-1213484115" class="class="static-page-link"">Walk to Private Beach! Central Air. Outdoor shower.</a> <a href="/property/spacious-compound-for-the-entire-family/HA-321991716" class="class="static-page-link"">Spacious Compound for the Entire Family</a> <a href="/property/close-to-beaches-and-all-newport-activities-pet-friendly-updated-pictures/HA-321287905" class="class="static-page-link"">Close to Beaches and All Newport Activities. Pet Friendly! Updated pictures.</a> <a href="/property/relaxing-charmer-near-newport-super-cozy-clean-great-for-groups/HA-3211758701" class="class="static-page-link"">Relaxing Charmer Near Newport ; super cozy, clean &amp; great for groups!</a> <a href="/property/well-designed-cottage-near-beaches-sweetberry-farm-vinyard/HA-1213576847" class="class="static-page-link"">Well designed, Cottage, near Beaches, Sweetberry Farm, Vinyard.</a> <a href="/property/come-stay-by-the-sea-on-eastons-point-a-5-star-guest-favorite/HA-321872255" class="class="static-page-link"">Come Stay by the Sea on Easton’s Point — A 5-Star Guest Favorite!</a> <a href="/property/too-good-to-be-true-view-panoramic-ocean-views-seaside-vacation-retreat/HA-3212036194" class="class="static-page-link"">Too Good to be True View ~ Panoramic Ocean Views ~ Seaside Vacation Retreat!</a> <a href="/property/luxury-sea-lodge-with-ocean-views-walk-to-easton-s-beach/HA-3212406984" class="class="static-page-link"">Luxury Sea Lodge with Ocean Views - Walk to Easton&#39;s Beach</a> <a href="/property/walk-to-beach-from-adorable-vintage-cottage/HA-121104163" class="class="static-page-link"">Walk to Beach from adorable vintage cottage!</a> <a href="/property/kathleen-renovated-4-bed-2-bath-newport-house/HA-3213285201" class="class="static-page-link"">“Kathleen” Renovated 4 bed 2 bath Newport house</a>

How much does it cost to rent a place to stay near Middletown in the wintertime?

The average cost for winter rentals in Middletown is $738 per night. Rentalsnewport has a wide list of great winter places to stay near Middletown that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Middletown that allow pets?

Yes, here are the top cottage/chalet rentals in Middletown that allow you to bring your pet or dog: Walk to beach, Huge deck off spacious new kitchen, roof-deck, king master Little Creek Retreat - RIBryan Property Howard Johnson by Wyndham Middletown Newport Area Surfside! Fantastic Beach House, Near Restaurants, Cliff Walk, Close to Downtown See all <a href="/all/usa/rhode-island/middletown/pet-friendly-rentals" class="class=&#34;static-page-link&#34;">pet-friendly vacation rentals in Middletown</a> on Rentalsnewport

Do you have any winter rentals in Middletown that are suitable for families?

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Middletown to find what works for you.

Are there winter accommodations in Middletown that have indoor swimming pools?

As of 2026, the data from Rentalsnewport shows that there are over 235 private swimming pools or indoor pools accommodations near Middletown along with other great amenities.

Winter Rentals in Middletown:【 GREAT PRICES 】

Walk to beach, Huge deck off spacious new kitchen, roof-deck, king master

From US $798

10.0 (126 Reviews)

House

Walk to beach, Huge deck off spacious new kitchen, roof-deck, king master

Air Conditioner
Parking
Pet Friendly

Middletown Winter Rentals & Holiday Homes

Discover winter rentals Middletown - We found 235 exact matches

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