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.
Oct 7 – 14
Guesthouse in Cherry Grove, Fire Island
4.93 out of 5 average rating, 61 reviewsOne Bedroom Cottage in Cherry Grove
Sep 14 – 21
Guesthouse in Sag Harbor
4.88 out of 5 average rating, 94 reviewsCharming 2BR Cottage, Walk to Town
Mar 19 – 26
Guesthouse in East Hampton
4.9 out of 5 average rating, 187 reviewsBeautiful Airy Barn in Springs
Oct 11 – 18
Guesthouse in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
Mar 2 – 9
Guesthouse in Norwalk
5.0 out of 5 average rating, 18 reviewsGuest Cottage in Rowayton
Oct 25 – Nov 1
Guesthouse in Norwalk
5.0 out of 5 average rating, 58 reviewsCottage by the Sea
Oct 7 – 14
Guesthouse in Westhampton
4.33 out of 5 average rating, 9 reviewsCharming Westhampton SandDollar Cottage. AC.
Oct 2 – 9
Guest house rentals with a patio
Guesthouse in Massapequa
5.0 out of 5 average rating, 15 reviewsModern Custom Studio: 50 mins to NYC
Jan 30 – Feb 6
Guesthouse in Madison
4.97 out of 5 average rating, 69 reviewsBeachy & Bright Carriage House/5 min walk to Beach
Dec 25 – Jan 1
Guesthouse in Shelter Island
5.0 out of 5 average rating, 50 reviewsBayfront 1BR/2BR detached guesthouse with pool
Aug 3 – 10
Guesthouse in Guilford
5.0 out of 5 average rating, 61 reviewsPage Guest House
Feb 28 – Mar 7
Guesthouse in Copiague
4.86 out of 5 average rating, 37 reviewsPalms by the bay: Waterside Cute Cozy Cottage
Jan 10 – 17
Guesthouse in Hampton Bays
4.91 out of 5 average rating, 43 reviewsQuaint One Bedroom Cottage with Private Entrance
Aug 18 – 25
Guesthouse in Wilton
5.0 out of 5 average rating, 22 reviewsThe Ciderhouse Cottage - private escape in Wilton
Nov 9 – 16
Guesthouse in Weston
4.96 out of 5 average rating, 26 reviewsNature Lovers Guesthouse
Oct 14 – 21
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 7 – 14
Guesthouse in Huntington Station
4.99 out of 5 average rating, 68 reviewsModern fully updated 2nd Floor apartment
Feb 23 – Mar 2
Guesthouse in Southampton
4.8 out of 5 average rating, 10 reviewsSouthampton Village Getaway
May 27 – Jun 3
Guesthouse in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
Jan 8 – 15
Guesthouse in East Quogue
GuestHouse - Tennis court side luxury
May 9 – 16
Guesthouse in Southold
Picture perfect 2 bedroom, 1 bath private cottage
Mar 2 – 9
Guesthouse in Clinton
4.94 out of 5 average rating, 192 reviewsThe Gardener's Cottage Dog friendly/ weekly/montly
Sep 26 – Oct 3
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