Guest house holiday rentals in Fire Island
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Top-rated guest house rentals in Fire Island
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Fire Island
Family-friendly guest house rentals
Guest house in Southampton
4.95 out of 5 average rating, 411 reviewsTiny Home in Prime Spot in Southampton Village
23–30 Sep
Guest house in South Salem
4.93 out of 5 average rating, 220 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
4–11 Apr
Guest house in Asbury Park
4.98 out of 5 average rating, 226 reviewsPeaceful Guesthouse
9–16 Jan
Guest house in Atlantic Highlands
4.87 out of 5 average rating, 303 reviewsPrivate cabin
1–8 May
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
28 Aug – 4 Sep
Guest house in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
6–13 May
Guest house in Warwick
4.96 out of 5 average rating, 248 reviewsBellvale Guest House on Solar Powered Mini-estate
21–28 Jan
Guest house in Jamesport
4.97 out of 5 average rating, 106 reviewsWalk to Beautiful Beach in Heart of Wine Country
13–20 Nov
Guest house rentals with a patio
Guest house in Montgomery
4.93 out of 5 average rating, 119 reviewsLuxury mins from angry orchard and city winery
24 Sep – 1 Oct
Guest house in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
17–24 Jun
Guest house in Shirley
4.97 out of 5 average rating, 34 reviewsLa casita J place
26 Oct – 2 Nov
Guest house in Middletown
5.0 out of 5 average rating, 12 reviewsHudson Valley Retreat on 8 Acres
25 Aug – 1 Sep
Guest house in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
21–28 Sep
Guest house in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
11–18 Nov
Guest house in Highlands
4.89 out of 5 average rating, 56 reviewsThe Bungalow at Sandy Hook House
7–14 Oct
Guest house in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
2–9 Apr
Guest house rentals with a washing machine and dryer
Guest house in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
1–8 Aug
Guest house in New Haven
4.94 out of 5 average rating, 240 reviewsSquare 6ix
21–28 Aug
Guest house in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
8–15 May
Guest house in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
6–13 Oct
Guest house in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
15–22 Jul
Guest house in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
20–27 Dec
Guest house in Pound Ridge
4.95 out of 5 average rating, 66 reviewsA Lovely Cottage in the Woods
9–16 May
Guest house in Cold Spring
4.99 out of 5 average rating, 94 reviewsBright/modern forest escape. Near village & train
21–28 Sep
Quick stats about guest house 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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