Pleasant Point vacation rentals
We found 93 vacation rentals — enter your dates for availability
Discover a selection of 16 homes and other vacation rentals in Pleasant Point that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a pool. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
Find the best place to stay - Pleasant Point
Luxury 9 BR Home w/ Pool in Downtown Chatham
Sleeps 21 · 9 bedrooms · 10+ bathrooms
Find spaces that suit your style
House
Condo/Apartment
Top rated rentals - Pleasant Point
Photo gallery for “The North Star”-charming cottage by beautiful bay beaches
The cutest cottage
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value