32+ Vacation Rentals Near Pleasure Point |
  1. USA
  2. Massachusetts
  3. Holliston
  4. Pleasure Point

Mayan Pyramid Hotel - Vacation Rentals in Pleasure Point

Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land From US $138
         

10.0 (1 Review)
Hotel
Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land
  • Air Conditioner
  • Parking
  • Pool

View Availability
Fairfield Inn & Suites by Marriott Boston Milford From US $167
         

|
7.8 (89 Reviews)
Hotel
Fairfield Inn & Suites by Marriott Boston Milford
  • Air Conditioner
  • Parking
  • Pool

View Availability
Warren Conference Center and Inn From US $257
         

|
9.2 (75 Reviews)
Hotel
Warren Conference Center and Inn
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

View Availability
Vacation Day Is Always A Great Idea! w/Indoor Pool, Pets are Allowed Here From US $150
         

8.0 (2 Reviews)
Hotel
Vacation Day Is Always A Great Idea! w/Indoor Pool, Pets are Allowed Here
  • Air Conditioner
  • Parking
  • Pool

View Availability
DoubleTree by Hilton Boston-Milford From US $199
         

|
7.7 (221 Reviews)
Hotel
DoubleTree by Hilton Boston-Milford
  • Air Conditioner
  • Parking
  • Pool

View Availability
Holiday Inn Express Boston - Milford by IHG From US $96
         

8.6 (1009 Reviews)
Hotel
Holiday Inn Express Boston - Milford by IHG
  • Air Conditioner
  • Parking
  • Pool

View Availability
Explore Downtown Boston! Three 1BR Suite, Pets Are Allowed, Indoor Pool! From US $630
         

New
Hotel
Explore Downtown Boston! Three 1BR Suite, Pets Are Allowed, Indoor Pool!
  • Child Friendly

View Availability
Comfort Inn Boston Milford From US $105
         

7.6 (283 Reviews)
Hotel
Comfort Inn Boston Milford
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
DoubleTree by Hilton Boston - Milford From US $118
         

|
8.4 (1000 Reviews)
Hotel
DoubleTree by Hilton Boston - Milford
  • Air Conditioner
  • Parking
  • Pool

View Availability
Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/Pool From US $630
         

New
Hotel
Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/Pool
  • Air Conditioner
  • Parking
  • Pool

View Availability
Relaxing Stay, Two 1BR Units With Pool, Enjoy Nearby Boston Attractions! From US $375
         

New
Hotel
Relaxing Stay, Two 1BR Units With Pool, Enjoy Nearby Boston Attractions!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park From US $374
         

New
Hotel
Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park
  • Air Conditioner
  • Parking
  • Pool

View Availability
Indulge in Home-Like Comfort! w/Pool, Short Drive to Dean Pond, Pet-Friendly! From US $216
         

New
Hotel
Indulge in Home-Like Comfort! w/Pool, Short Drive to Dean Pond, Pet-Friendly!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Always a Great Idea To Unwind! Close to Dilla Street, w/Pool, Pet-Friendly From US $206
         

New
Hotel
Always a Great Idea To Unwind! Close to Dilla Street, w/Pool, Pet-Friendly
  • Air Conditioner
  • Parking
  • Pool

View Availability
Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/Pool, Close to Sandy Beach From US $202
         

New
Hotel
Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/Pool, Close to Sandy Beach
  • Air Conditioner
  • Parking
  • Pool

View Availability
Family Getaway in Milford! Pet-Friendly 1BR Unit With Pool, Near Louisa Lake! From US $197
         

New
Hotel
Family Getaway in Milford! Pet-Friendly 1BR Unit With Pool, Near Louisa Lake!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Comfortable 1BR With Pool, Pets Are Allowed, Minutes To Pinecrest Golf Club! From US $195
         

New
Hotel
Comfortable 1BR With Pool, Pets Are Allowed, Minutes To Pinecrest Golf Club!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Best Value, Quality Stay! Short Drive to Pinecrest Golf Club, Pets are Allowed From US $194
         

New
Hotel
Best Value, Quality Stay! Short Drive to Pinecrest Golf Club, Pets are Allowed
  • Air Conditioner
  • Parking
  • Pool

View Availability
Convenient Stay In Milford, With Pool, Pets Are Welcome, Close to Kiwanis Beach! From US $189
         

New
Hotel
Convenient Stay In Milford, With Pool, Pets Are Welcome, Close to Kiwanis Beach!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Comfort In Style! 1BR With Indoor Pool, Pet-Friendly, Close To Edwards Field! From US $188
         

New
Hotel
Comfort In Style! 1BR With Indoor Pool, Pet-Friendly, Close To Edwards Field!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Vacation Starts Here! w/Indoor Pool, Pet-Friendly, Close to Edwards Field From US $162
         

New
Hotel
Vacation Starts Here! w/Indoor Pool, Pet-Friendly, Close to Edwards Field
  • Air Conditioner
  • Parking
  • Pool

View Availability
Your Holiday Starts Here! Spacious Pet-Friendly Unit With Indoor Pool! From US $156
         

New
Hotel
Your Holiday Starts Here! Spacious Pet-Friendly Unit With Indoor Pool!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool! From US $150
         

New
Hotel
Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool!
  • Air Conditioner
  • Parking
  • Pool

View Availability
Family Vacation! Enjoy Spacious Pet-Friendly Suite With Indoor Pool! From US $150
         

New
Hotel
Family Vacation! Enjoy Spacious Pet-Friendly Suite With Indoor Pool!
  • Air Conditioner
  • Parking
  • Pool

View Availability
★ Pro Tip: Mayanpyramidhotel makes it easy to compare the best listings on Mayanpyramidhotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Mayanpyramidhotel 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 Pleasure Point.

Weather in Pleasure Point

View the weather forecast for Pleasure Point before booking your Pleasure 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

Top Attractions Around Pleasure Point, MA

Mayanpyramidhotel offers a large selection of top attractions around Pleasure Point. Research things to do on your vacation before you visit Pleasure Point.


Gillette Stadium Patriot Place Wrentham Village Premium Outlets Wellesley College Hall at Patriot Place Babson College Natick Collection Southwick's Zoo Framingham State University Dean College Cochituate State Park Shoppers World 5-Wits Hopkinton State Park Fun and Games Family Entertainment Center Ashland State Park Jordan's Furniture Framingham Town Common Framingham City Hall Franklin Public Library

Pleasure Point Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pleasure Point?

There are a lot of options in Pleasure Point. If you plan on staying in the Pleasure Point area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasure Point:

How many vacation rentals are available in Pleasure Point?

Currently, the total number of properties listed in 2026 is over 32 in the Pleasure Point area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pleasure Point.