Compare Cabins, Resorts, & Rentals in Pleasure Point, Holliston, Massachusetts, USA
About Pleasure Point Vacation Rentals
There are more than 47 incredible getaway rentals that are available in Pleasure Point. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Pleasure Point.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Pleasure Point, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Pleasure Point. Places to stay near Pleasure Point are 230.94 ft² on average, with prices averaging US $300 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Pleasure Point. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
Frequently Asked Questions About Pleasure Point?
What are the top cabins, lake houses & summer homes in Pleasure Point?
- Infant-friendly Luxurious 7 Beds, 6 Room Home with BONUS Loft! A Dream Getaway!
- Spacious Cozy Cabin Style house.
- Spacious 3-bedroom apartment in lovely Millis with AC, WiFi
- Warren Conference Center and Inn
- Holiday Inn Express Boston - Milford by IHG
- DoubleTree by Hilton Boston - Milford
- Sonesta Select Boston Milford
- Fairfield Inn & Suites by Marriott Boston Milford
- Milford Inn
- Vacation Day Is Always A Great Idea! w/Indoor Pool, Pets are Allowed Here
How many hotels, resorts, or cabin rentals are available in Pleasure Point?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 47 in the Pleasure Point area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Pleasure Point.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Babson Park Rental Cabins and Private Getaways in Holliston, Massachusetts | 45 |
| Wellesley Hills Rental Cabins and Private Getaways in Holliston, Massachusetts | 36 |
| Lake Pearl Rental Cabins and Private Getaways in Holliston, Massachusetts | 27 |
