What are the top rated Cottage Rentals in Pleasant Point?

There are a lot of options in Pleasant Point. If you plan on staying in the Pleasant Point area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Pleasant Point: <a href="/property/spectacular-ocean-views-from-a-newly-built-cottage/HA-321403697" class="class="static-page-link"">Spectacular Ocean Views from a Newly Built Cottage</a> <a href="/property/4-bedroom-waterfront-cottage-in-charming-wellfleet-with-wifi/HA-3214550560" class="class="static-page-link"">4-bedroom waterfront cottage in charming Wellfleet with WiFi</a> <a href="/property/sun-sun-chezsven-cottage-2-bdrm-house-with-wifi-in-peaceful-wellfleet-woods/HA-3214122076" class="class="static-page-link"">Sun-Sun Chezsven Cottage: 2 bdrm house with WiFi, in peaceful Wellfleet woods</a> <a href="/property/classic-cape-cod-beach-cottage/HA-3212825804" class="class="static-page-link"">Classic Cape Cod beach cottage</a> <a href="/property/quiet-outer-cape-get-away/HA-1213534214" class="class="static-page-link"">Quiet Outer Cape Get Away</a> <a href="/property/tranquil-views-of-drummer-cove-1321/HA-1213910935" class="class="static-page-link"">Tranquil Views of Drummer Cove (1321)</a> <a href="/property/wellfleet-salt-box-cottage-heat-and-ac/HA-121105455" class="class="static-page-link"">Wellfleet Salt Box Cottage, Heat and AC</a> <a href="/property/fresh-oceanfront-cottage-w-free-wifi-private-beach-access-deck-partial-a-c/HA-3212324774" class="class="static-page-link"">Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, &amp; Partial A/C</a> <a href="/property/coastal-cottage-walk-to-chipman-s-cove/HA-1214651395" class="class="static-page-link"">Coastal Cottage: Walk to Chipman&#39;s Cove!</a> <a href="/property/renovated-2bd-cottage-a-c-3-min-bike-to-cape-cod-rail-trail-10-min-bike-to-marconi/HA-1219694594" class="class="static-page-link"">Renovated 2BD Cottage-A/C, 3-Min Bike to Cape Cod Rail Trail, 10-Min Bike to Marconi</a>

How much does it cost to rent a cottage in Pleasant Point?

The average cost for a cottage rental in Pleasant Point is $397 per night. Topwintervacations has a wide list of great cottages near Pleasant Point that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Pleasant Point that allow pets?

Yes, here are the top cottage rentals in Pleasant Point that allow you to bring your pet: Beach front Cottage, close to downtown - Private Beach and Great Water views Newly Renovated Waterfront Cottage Cottages at the Even'tide Resort Charming Waterfront Cape Cottage in Wellfleet Near the TOP beaches and Hot Spots <a href="/all/usa/massachusetts/wellfleet/pleasant-point" class="class="static-page-link"">See all pet-friendly vacation rentals in Pleasant Point on Topwintervacations</a>

Do you have any rental cottages in Pleasant Point that are suitable for families?

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

Are there quality cottages in Pleasant Point that have indoor swimming pools?

As of 2026, the data from Topwintervacations shows that there are Over 95 private swimming pools or cottages with indoor pools in the Pleasant Point area along with other great amenities.

Pleasant Point Cottage Rentals By Owner

Beach front Cottage, close to downtown - Private Beach and Great Water views

From US $496

10.0 (95 Reviews)

Cottage

Beach front Cottage, close to downtown - Private Beach and Great Water views

Air Conditioner
Parking
TV

Pleasant Point Cottage Rentals & Holiday Homes

Find the best cottages in Pleasant Point - We found 95 exact matches

When do you want to travel?