Pleasant Point Cottage Rentals

Compare Cottages, Resorts, & Rentals in Pleasant Point, Wellfleet, Massachusetts, USA

New Game Room, Walk to Two Landings!
New
6 Bedrooms 12 Guests
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10.0 (1 Review)
5 Bedrooms 10 Guests
9.8 (9 Reviews)
1 Bedroom 2 Guests
New Steps to Neighborhood Beach, Dog Friendly!
New
4 Bedrooms 9 Guests
From US $237 per night
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10.0 (1 Review)
3 Bedrooms 8 Guests
|
8.0 (1 Review)
1 Bedroom 2 Guests
New Spacious 4 Bedroom with AC, Dog Friendly!
New
4 Bedrooms 8 Guests
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9.7 (3 Reviews)
3 Bedrooms 6 Guests
From US $102 per night
9.4 (1000 Reviews)
1 Bedroom 2 Guests
From US $473 per night
9.5 (4 Reviews)
2 Bedrooms 4 Guests
|
9.5 (2 Reviews)
4 Bedrooms 12 Guests
10.0 (68 Reviews)
3 Bedrooms 4 Guests
|
9.5 (2 Reviews)
3 Bedrooms 6 Guests
10.0 (42 Reviews)
2 Bedrooms 4 Guests
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9.4 (5 Reviews)
3 Bedrooms 8 Guests
From US $801 per night
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9.3 (3 Reviews)
2 Bedrooms 4 Guests
From US $308 per night
10.0 (40 Reviews)
2 Bedrooms 4 Guests
|
9.2 (6 Reviews)
4 Bedrooms 8 Guests
From US $591 per night
10.0 (30 Reviews)
2 Bedrooms 4 Guests
9.2 (5 Reviews)
18 Bedrooms 38 Guests
10.0 (26 Reviews)
3 Bedrooms 6 Guests
From US $1,420 per night
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9.0 (3 Reviews)
1 Bedroom 7 Guests
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9.0 (2 Reviews)
4 Bedrooms 8 Guests
|
9.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (6 Reviews)
2 Bedrooms 4 Guests
|
9.0 (1 Review)
3 Bedrooms 6 Guests
From US $441 per night
|
9.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (5 Reviews)
2 Bedrooms 6 Guests
|
9.0 (1 Review)
4 Bedrooms 9 Guests
From US $171 per night
10.0 (5 Reviews)
1 Bedroom 2 Guests
From US $211 per night
|
9.0 (1 Review)
3 Bedrooms 7 Guests
10.0 (3 Reviews)
2 Bedrooms 5 Guests
From US $1,455 per night
|
9.0 (1 Review)
4 Bedrooms 10 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
9.8 (96 Reviews)
2 Bedrooms 4 Guests
9.4 (66 Reviews)
2 Bedrooms 4 Guests
From US $124 per night
|
9.0 (1 Review)
4 Bedrooms 8 Guests
From US $143 per night
9.2 (279 Reviews)
1 Bedroom 2 Guests
9.4 (61 Reviews)
2 Bedrooms 4 Guests
|
8.5 (2 Reviews)
5 Bedrooms 10 Guests
9.0 (209 Reviews)
1 Bedroom 2 Guests
9.4 (60 Reviews)
2 Bedrooms 4 Guests
From US $556 per night
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8.5 (2 Reviews)
4 Bedrooms 7 Guests
From US $102 per night
7.8 (1000 Reviews)
1 Bedroom 2 Guests
9.4 (58 Reviews)
2 Bedrooms 5 Guests
|
8.3 (3 Reviews)
2 Bedrooms 4 Guests
9.4 (14 Reviews)
1 Bedroom 2 Guests
|
8.3 (3 Reviews)
2 Bedrooms 5 Guests
9.2 (51 Reviews)
2 Bedrooms 4 Guests
From US $515 per night
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8.2 (4 Reviews)
3 Bedrooms 6 Guests
9.2 (15 Reviews)
1 Bedroom 2 Guests
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8.2 (4 Reviews)
3 Bedrooms 7 Guests
9.2 (11 Reviews)
1 Bedroom 2 Guests
|
8.1 (7 Reviews)
1 Bedroom 4 Guests
From US $392 per night
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8.0 (2 Reviews)
5 Bedrooms 10 Guests
From US $155 per night
9.0 (52 Reviews)
1 Bedroom 4 Guests
From US $615 per night
|
8.0 (1 Review)
5 Bedrooms 10 Guests
9.0 (16 Reviews)
2 Bedrooms 4 Guests
|
8.0 (1 Review)
5 Bedrooms 10 Guests
9.0 (14 Reviews)
1 Bedroom 2 Guests
|
8.0 (1 Review)
4 Bedrooms 10 Guests

About Pleasant Point Vacation Rentals

There are over 656 amazing vacation rentals available in Pleasant Point. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Pleasant Point.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Pleasant Point, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Pleasant Point. The average size of places to stay near Pleasant Point is approximately 1233.21 ft², with prices averaging US $600 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Pleasant Point. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Pleasant Point?

What are the top cottages, summer homes, and lake houses in Pleasant Point?

How many rentals, hotels, or resorts are available in Pleasant Point?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 656 properties listed by Vacation Cottage in the Pleasant Point area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Pleasant Point.