Guesthouse vacation rentals in Fire Island
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Top-rated guesthouse rentals in Fire Island
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Fire Island guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Southampton
4.95 out of 5 average rating, 411 reviewsTiny Home in Prime Spot in Southampton Village
Sep 23 – 30
Guesthouse in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
Apr 4 – 11
Guesthouse in Asbury Park
4.98 out of 5 average rating, 226 reviewsPeaceful Guesthouse
Jan 9 – 16
Guesthouse in Atlantic Highlands
4.87 out of 5 average rating, 303 reviewsPrivate cabin
May 1 – 8
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Aug 28 – Sep 4
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
May 6 – 13
Guesthouse in Warwick
4.96 out of 5 average rating, 248 reviewsBellvale Guest House on Solar Powered Mini-estate
Jan 21 – 28
Guesthouse in Jamesport
4.97 out of 5 average rating, 106 reviewsWalk to Beautiful Beach in Heart of Wine Country
Nov 13 – 20
Guest house rentals with a patio
Guesthouse in Montgomery
4.93 out of 5 average rating, 119 reviewsLuxury mins from angry orchard and city winery
Sep 24 – Oct 1
Guesthouse in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
Jun 17 – 24
Guesthouse in Shirley
4.97 out of 5 average rating, 34 reviewsLa casita J place
Oct 26 – Nov 2
Guesthouse in Middletown
5.0 out of 5 average rating, 11 reviewsHudson Valley Retreat on 8 Acres
Aug 25 – Sep 1
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Sep 21 – 28
Guesthouse in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
Nov 11 – 18
Guesthouse in Highlands
4.89 out of 5 average rating, 56 reviewsThe Bungalow at Sandy Hook House
Oct 7 – 14
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
Apr 2 – 9
Guest house rentals with a washer and dryer
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Aug 1 – 8
Guesthouse in New Haven
4.94 out of 5 average rating, 240 reviewsSquare 6ix
Aug 21 – 28
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
May 8 – 15
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Oct 6 – 13
Guesthouse in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
Jul 15 – 22
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Dec 20 – 27
Guesthouse in Pound Ridge
4.95 out of 5 average rating, 65 reviewsA Lovely Cottage in the Woods
May 9 – 16
Guesthouse in Cold Spring
4.99 out of 5 average rating, 94 reviewsBright/modern forest escape. Near village & train
Sep 21 – 28
Quick stats about guesthouse rentals in Fire Island
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1K reviews
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