Old Mansions - Vacation Rentals in Pleasant Point

Cottages at the Even'tide Resort From US $343
         

9.8 (9 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Waterfront w/views on Blackfish Creek! From US $447
         

9.4 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Home Near Oceanside Beaches Dog Friendly! From US $422
         

9.6 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Across from Mayo Beach walk to downtown! From US $255
         

9.4 (58 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Family Compound walk to Downtown! From US $1,211
         

9.2 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Pleasant Point

Over 636+ Luxury Places to Stay in or Near Pleasant Point
Gorgeous Outdoor areas with Heated Pool & Hot Tub! From US $3,339
         

Endless Coast, A Boutique Hotel From US $2,691
         

8.6 (198 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Gorgeous Architectural Waterfront Property From US $2,587
         

Family Compound walk to Downtown! From US $2,290
         

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6.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stronghold on the Atlantic Ocean From US $2,207
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Even'tide From US $2,121
         

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8.9 (117 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Pleasant Point

Over 28+ Top-Rated Vacation Rentals with a Pool in or Near Pleasant Point
Private Pool and Close to Marconi Beach! From US $736
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Home With Private Heated Pool (2389) From US $1,489
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Association Pool Great Location! From US $359
         

9.6 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub From US $1,968
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Pool
  • Private Pool
Wellfleet Motel and Lodge From US $102
         

9.4 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Even'tide From US $143
         

9.2 (279 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Cottage w/Private Association Pool! From US $489
         

9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Pleasant Point

Over 180+ Pet-Friendly Vacation Rentals in or Near Pleasant Point
Waterfront Cottage - fantastic unobstructed views! From US $710
         

9.8 (77 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Drummer Cove Retreat From US $237
         

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10.0 (1 Review)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
Private & Spacious 5 Bedroom Home (1607) From US $803
         

8.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage with Views of the Atlantic Ocean (1221) From US $453
         

9.4 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Pet Friendly Home, Short Walk to the Beach! (1807) From US $397
         

9.4 (11 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Find Your Wellfleet Vacation in this Stunning Home (1682) From US $457
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Pleasant Point

Over 112+ Large Vacation Homes & Villas in or Near Pleasant Point
Private, Contemporary 6 Bedroom Home (1608) From US $619
         

Cape Getaway by Leavetown Vacations From US $981
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Home by National Seashore with Bball Court! From US $637
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New Home, next to Mayo Beach 🏖 ☀️ From US $737
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Short Walk to Long Pond Swimming Beach! From US $494
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Luxury Near Wellfleet's Best Beaches From US $1,149
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Stunning Views w/Private Beach on Lt. Island! From US $1,274
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Pleasant Point

Over 7+ Wheelchair Accessible Vacation Homes in or Near Pleasant Point
The Saffron Cottage From US $801
         

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9.3 (3 Reviews)
House
  • Air Conditioner
  • View
  • Wheelchair Accessible
Tall Pines From US $515
         

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8.2 (4 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Dunes Edge From US $283
         

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8.0 (1 Review)
House
  • View
  • Wheelchair Accessible
  • Private Beach
Silver Spring From US $520
         

New
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Gateway to the Cape From US $474
         

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New
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility

Pleasant Point Varoom and Airbnb Places to Stay Under $200

Over 27+ Pleasant Point Varoom and Airbnb Places to Stay Under $200
BACK TO NATURE: RIGHT OF THE BIKE TRAIL! From US $197
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Sea Pine Palace From US $124
         

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9.0 (1 Review)
House
  • View
  • Ocean View
  • Balcony/Terrace
Endless Coast, A Boutique Hotel From US $159
         

9.0 (209 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
4 Min Drive to Bayside Beaches! From US $134
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Dreamy Cottage for Two! Close to Beaches! From US $161
         

9.4 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Quaint Cottage with Water View From US $175
         

9.0 (52 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Sweet Cape Cod Cottage! (CS0011) From US $169
         

8.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Cozy Colorful Cottage Perfect for 2! From US $147
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Pleasant Point

Over 261+ Instantly Bookable Vacation Homes in or Near Pleasant Point
On the bay in Wellfleet - walk to water! From US $463
         

9.4 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Waterfront Cottage With Private Beach! (2052) From US $316
         

Lovely Post & Beam Near Indian Neck (1224) From US $795
         

Quaint 2BR Cottage in Wellfleet (1724) From US $209
         

7.2 (11 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV

About Pleasant Point Vacation Rentals

With more than 645 Pleasant Point vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Pleasant Point.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions Pleasant Point, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Pleasant Point. Places to stay near Pleasant Point are 1243.36 ft² on average, with prices averaging $604 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in Pleasant Point with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Pleasant Point

Type Count
Vacation Homes 520
Cottages 85
Holiday Apartments 11
Hotels with Suites 11
Villas 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Pleasant Point

Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pleasant Point.

Weather in Pleasant Point

View the weather forecast for Pleasant Point before booking your Pleasant Point Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F