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
Get the amount of space that is right for you
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
6–13 Oct
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
18–25 Jan
Guest house in Atlantic Highlands
4.87 out of 5 average rating, 303 reviewsPrivate cabin
20–27 Aug
Guest house in Asbury Park
4.98 out of 5 average rating, 226 reviewsPeaceful Guesthouse
18–25 Dec
Guest house in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
28 Jul – 4 Aug
Guest house in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
19–26 Dec
Guest house in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
23 Feb – 2 Mar
Guest house in Yonkers
4.76 out of 5 average rating, 104 reviewsSt James Guest House
24 Sept – 1 Oct
Guest house rentals with a patio
Guest house in Shirley
4.97 out of 5 average rating, 34 reviewsLa casita J place
13–20 May
Guest house in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
12–19 Apr
Guest house in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
22–29 Oct
Guest house in Massapequa
5.0 out of 5 average rating, 15 reviewsModern Custom Studio: 50 mins to NYC
31 Aug – 7 Sept
Guest house in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
27 Nov – 4 Dec
Guest house in Highlands
4.89 out of 5 average rating, 56 reviewsThe Bungalow at Sandy Hook House
7–14 Oct
Guest house in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
13–20 Jul
Guest house in North Castle
4.98 out of 5 average rating, 43 reviewsMagical 1700's 1 bedroom cottage
31 Jul – 7 Aug
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 Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
30 Jan – 6 Feb
Guest house in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
18–25 Aug
Guest house in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
20–27 Aug
Guest house in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
28 Jan – 4 Feb
Guest house in Cold Spring
4.99 out of 5 average rating, 95 reviewsBright/modern forest escape. Near village & train
11–18 Dec
Guest house in Southold
4.95 out of 5 average rating, 40 reviewsSouthold- Adorable 1 Bedroom Cottage
7–14 May
Guest house in Pound Ridge
4.95 out of 5 average rating, 66 reviewsA Lovely Cottage in the Woods
4–11 May
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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