Guesthouse vacation rentals in Suffolk County
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Top-rated guesthouse rentals in Suffolk County
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 Suffolk County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Huntington Station
4.86 out of 5 average rating, 97 reviews2 large bedrooms in cozy little neighborhood.
Apr 12 – 19
Guesthouse in Cherry Grove, Fire Island
4.93 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Cherry Grove
Sep 6 – 13
Guesthouse in Sag Harbor
4.88 out of 5 average rating, 94 reviewsCharming 2BR Cottage, Walk to Town
Jan 24 – 31
Guesthouse in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
Dec 27 – Jan 3
Guesthouse in East Hampton
4.9 out of 5 average rating, 187 reviewsBeautiful Airy Barn in Springs
Sep 28 – Oct 5
Guesthouse in Norwalk
5.0 out of 5 average rating, 18 reviewsGuest Cottage in Rowayton
Jan 12 – 19
Guesthouse in Norwalk
5.0 out of 5 average rating, 58 reviewsCottage by the Sea
Oct 11 – 18
Guesthouse in Westhampton
4.33 out of 5 average rating, 9 reviewsCharming Westhampton SandDollar Cottage. AC.
Oct 5 – 12
Guest house rentals with a patio
Guesthouse in Massapequa
4.88 out of 5 average rating, 16 reviewsModern Custom Studio: 50 mins to NYC
Mar 29 – Apr 5
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
Dec 4 – 11
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Aug 10 – 17
Guesthouse in Madison
4.97 out of 5 average rating, 69 reviewsBeachy & Bright Carriage House/5 min walk to Beach
Jan 12 – 19
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Dec 9 – 16
Guesthouse in Wilton
5.0 out of 5 average rating, 22 reviewsThe Ciderhouse Cottage - private escape in Wilton
Nov 9 – 16
Guesthouse in Calverton
4.96 out of 5 average rating, 28 reviewsPrivate Luxe Cottage at Gates of Wine Country
Feb 5 – 12
Guesthouse in Bridgehampton
4.82 out of 5 average rating, 62 reviewsCentral Hamptons Guesthouse
Oct 5 – 12
Guest house rentals with a washer and dryer
Guesthouse in Southold
4.95 out of 5 average rating, 40 reviewsSouthold- Adorable 1 Bedroom Cottage
May 9 – 16
Guesthouse in Southampton
4.88 out of 5 average rating, 42 reviewsModern Guesthouse
Jun 6 – 13
Guesthouse in Huntington Station
4.99 out of 5 average rating, 68 reviewsModern fully updated 2nd Floor apartment
Mar 23 – 30
Guesthouse in Southampton
4.8 out of 5 average rating, 10 reviewsSouthampton Village Getaway
May 5 – 12
Guesthouse in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
Apr 23 – 30
Guesthouse in East Quogue
GuestHouse - Tennis court side luxury
May 31 – Jun 7
Guesthouse in Southold
Picture perfect 2 bedroom, 1 bath private cottage
Mar 5 – 12
Guesthouse in Clinton
4.94 out of 5 average rating, 192 reviewsThe Gardener's Cottage Dog friendly/ weekly/montly
Aug 6 – 13
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