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Beachfront vacation rentals in Hillsborough County
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Hillsborough County
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Hillsborough County beachfront rentals
Pet-friendly beachfront home rentals
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Guest favourite
Home in Bennington
4.93 out of 5 average rating, 42 reviewsWaterfront Fun-Swim, Canoe, Hike, Campfire, Golf
![](https://a0.muscache.com/im/pictures/miso/Hosting-51223646/original/564f103c-c5ee-48b2-8805-23e8a31a79a1.jpeg?im_w=720)
Guest favourite
Cabin in Windham
4.9 out of 5 average rating, 73 reviewsBeachy Vibes Cottage - Fire Pit & Pvt Beach + Lake
![](https://a0.muscache.com/im/pictures/miso/Hosting-1168005159729758472/original/6c9cded4-c1ea-4732-976b-0c898dec0956.jpeg?im_w=720)
Home in Rindge
5 out of 5 average rating, 4 reviewsThe Shoreline
![](https://a0.muscache.com/im/pictures/3b98373d-4ac3-4fc2-9a68-0483f01e2fff.jpg?im_w=720)
Superhost
Cottage in Windham
4.79 out of 5 average rating, 14 reviewsLakefront! Johnson Point Cottages-“Summer Breeze”
Private beachfront home rentals
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Cottage in Winchendon
4.79 out of 5 average rating, 29 reviewsLittle Camp
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Home in Winchendon
4.89 out of 5 average rating, 9 reviewsLake Front Home on Lake Monomonac
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTE3NjgzNjMyNjUzOTIwOTI4MQ%3D%3D/original/63ee7ee0-9ced-49c8-bec2-7205f76752b8.jpeg?im_w=720)
Chalet in Rindge
New place to stayHouse + Sauna on Lake Monomonac
![](https://a0.muscache.com/im/pictures/44ad0759-b93e-49dd-9195-3fa661e207e4.jpg?im_w=720)
Guest favourite
Cabin in Windham
4.91 out of 5 average rating, 129 reviewsBig Pond, Big Fish- Fire Pit & Pvt Beach + Lake
Luxury beachfront home rentals
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Superhost
Guesthouse in Derry
4.67 out of 5 average rating, 3 reviewsBeautiful Lakefront Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-910673439787313860/original/e394c5ca-e0a3-44fd-aac3-a69e1f9fa36c.jpeg?im_w=720)
Guest favourite
Home in Milford
4.91 out of 5 average rating, 22 reviewsNEW ~Quarry Lakefront~unique hideaway
![](https://a0.muscache.com/im/pictures/286cebd9-958e-41a0-89b7-d1e9382c814f.jpg?im_w=720)
Guest favourite
Cottage in Windham
5 out of 5 average rating, 20 reviewsLakefront! Johnson Point Cottages-“Morningside”
![](https://a0.muscache.com/im/pictures/miso/Hosting-53646331/original/dc547759-c36e-44a1-ba55-f7a2378ceac3.jpeg?im_w=720)
Guest favourite
Home in Northwood
5 out of 5 average rating, 21 reviewsPerfection on Pleasant Lake
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Guest favourite
Villa in Milford
4.96 out of 5 average rating, 48 reviewsUnique natural waterfront - unforgettable vacation
![](https://a0.muscache.com/im/pictures/miso/Hosting-47141918/original/2a76586e-6ecd-46e7-8a53-d8e56f2f15d3.jpeg?im_w=720)
Guest favourite
Home in Derry
4.94 out of 5 average rating, 62 reviewsBig Lakehouse /beach, dock, hottub, deck +
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