Guesthouse accommodation & holiday rentals in Fire Island
Find and book unique guesthouse accommodation & rentals on Airbnb
Top-rated Guesthouses in Fire Island
Guests agree: These guesthouses 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 Fire Island guesthouses
Family-Friendly guesthouses
Guesthouse in Southampton
4.95 out of 5 average rating, 411 reviewsTiny Home in Prime Spot in Southampton Village
6 – 13 Oct
Guesthouse 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
Guesthouse in Atlantic Highlands
4.87 out of 5 average rating, 303 reviewsPrivate cabin
20 – 27 Aug
Guesthouse in Asbury Park
4.98 out of 5 average rating, 226 reviewsPeaceful Guesthouse
18 – 25 Dec
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
28 July – 4 Aug
Guesthouse in Beacon
4.94 out of 5 average rating, 367 reviewsCozy Mountainside Suite - Minutes from Beacon
19 – 26 Dec
Guesthouse in Jamesport
4.97 out of 5 average rating, 107 reviewsWalk to Beautiful Beach in Heart of Wine Country
23 Feb – 2 Mar
Guesthouse in Yonkers
4.76 out of 5 average rating, 104 reviewsSt James Guest House
24 Sept – 1 Oct
Guesthouses with a patio
Guesthouse in Shirley
4.97 out of 5 average rating, 34 reviewsLa little house J place
13 – 20 May
Guesthouse in Hempstead
4.86 out of 5 average rating, 80 reviewsPrivate Guest house with pool access.
12 – 19 Apr
Guesthouse in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
22 – 29 Oct
Guesthouse in Massapequa
5.0 out of 5 average rating, 15 reviewsModern Custom Studio: 50 mins to NYC
31 Aug – 7 Sept
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
27 Nov – 4 Dec
Guesthouse in Highlands
4.89 out of 5 average rating, 56 reviewsThe Bungalow at Sandy Hook House
7 – 14 Oct
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
13 – 20 July
Guesthouse in North Castle
4.98 out of 5 average rating, 43 reviewsMagical 1700's 1 bedroom cottage
31 July – 7 Aug
Guest house rentals with a washing machine and dryer
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
1 – 8 Aug
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
30 Jan – 6 Feb
Guesthouse in Bedford Hills
4.91 out of 5 average rating, 112 reviewsBarrett's Sanctuary
18 – 25 Aug
Guesthouse in Mamaroneck
4.94 out of 5 average rating, 127 reviewsYour Modern Guest Wing Near NYC
20 – 27 Aug
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
28 Jan – 4 Feb
Guesthouse in Cold Spring
4.99 out of 5 average rating, 95 reviewsBright/modern forest escape. Near village & train
11 – 18 Dec
Guesthouse in Southold
4.95 out of 5 average rating, 40 reviewsSouthold- Adorable 1 Bedroom Cottage
7 – 14 May
Guesthouse in Pound Ridge
4.95 out of 5 average rating, 66 reviewsA Lovely Cottage in the Woods
4 – 11 May
Quick stats about guesthouse rentals in Fire Island
Total rentals
30 properties
Wi-Fi availability
30 properties include access to Wi-Fi
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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