What are the top rated Cottage Rentals in The Heights?

There are a lot of options in The Heights. If you plan on staying in the The Heights area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in The Heights: <a href="/property/the-cottage-at-sunset-bluff/HA-321408159" class="class="static-page-link"">The Cottage at Sunset Bluff</a> <a href="/property/beach-cottage-with-private-bay-beach-access/HA-3213263028" class="class="static-page-link"">Beach cottage with private bay beach access!</a> <a href="/property/restored-seaport-home/HA-321723865" class="class="static-page-link"">Restored Seaport Home</a> <a href="/property/cozy-beach-cottage-with-private-shared-beach/HA-3212119225" class="class="static-page-link"">Cozy Beach Cottage with private shared beach</a> <a href="/property/1880-s-boathouse-on-a-hill-nshort-walk-to-crescent-beach/HA-3213456107" class="class="static-page-link"">1880&#39;s Boathouse on a hill. Short walk to Crescent Beach.</a> <a href="/property/greenport-beach-cottage/HA-3213290477" class="class="static-page-link"">Greenport Beach Cottage</a> <a href="/property/sirens-song-carriage-house/HA-3213071821" class="class="static-page-link"">Sirens Song Carriage House</a> <a href="/property/serene-seascape-heated-pool-private-beach-dock/HA-1219452744" class="class="static-page-link"">Serene Seascape: Heated Pool, Private Beach &amp; Dock</a>

How much does it cost to rent a cottage in The Heights?

The average cost for a cottage rental in The Heights is $601 per night. Villa Bay has a wide list of great cottages near The Heights that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in The Heights that allow pets?

Yes, here are the top cottage rentals in The Heights that allow you to bring your pet: 'The Gate House'on Beach front Estate with Dockage. Walk to Village . Cozy Greenport Cottage North Fork Cottages & RV Resort Cottage on Beach front Estate with Dockage .Walk to Village <a href="/all/usa/new-york/shelter-island-heights/the-heights" class="class="static-page-link"">See all pet-friendly vacation rentals in The Heights on Villa Bay</a>

Do you have any rental cottages in The Heights that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in The Heights to find one that works for you.

Are there quality cottages in The Heights that have indoor swimming pools?

As of 2025, the data from Villa Bay shows that there are Over 32 private swimming pools or cottages with indoor pools in the The Heights area along with other great amenities.

The Heights Cottage Rentals By Owner

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

From US $480

9.8 (102 Reviews)

Cottage

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Air Conditioner
Parking
Pet Friendly

The Heights Cottage Rentals & Holiday Homes

Find the best cottages in The Heights - We found 32 exact matches

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