Guesthouse vacation rentals in Sullivan County

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Top-rated guesthouse rentals in Sullivan County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guesthouse in Roscoe
Comfortable Carriage House Setting in Roscoe, NY
This enchanting carriage house is tucked away a mere five minute drive from the Beaverkill River and about 10 minutes from the hub of the town of Roscoe. Guests have access to the upper dwelling of the carriage house that shares acreage with the main house. Guests can walk the land and explore nature. There is a garden with seating nearby, a pond, a stream running through the property, and a fire pit that guests can enjoy. Perfect get-away spot for a couple that wants to explore the area.
Jun 8 – 15
$115 per night
4.93 out of 5 average rating, 207 reviews
Guest favorite
Guesthouse in Narrowsburg
Mission:Possible on the Delaware • Catskill Mtns.
Mission: Possible is the perfect Catskills getaway for two. Nestled along one of the most pristine sections of the Upper Delaware River in Narrowsburg, NY, this modernized guesthouse offers comfort in a luxuriously rustic setting. With three large glass walls facing the river, you can see bald eagles soaring, songbirds flying, blue herons stealthily stalking fish, an occasional white egret or two fishing, and deer quietly drinking at river's edge. Only 15 minutes from Bethel Woods.
Aug 13 – 20
$158 per night
4.99 out of 5 average rating, 110 reviews
Guest favorite
Guesthouse in Roscoe
Map Maker's Cabin
All season cozy cabin in a quiet, peaceful woodsy oasis, 15 min from the Delaware River, and close to many of the wedding venues including Callicoon Hills, Seminary Hill and North Branch Inn. Fast wifi for working remotely, writer's retreat, romantic getaway, meditation, yoga, and time in nature. **We have an (inflatable) hot tub which we are filling week to week depending on the weather - we will see how it does over the winter. So far so good, but please check ahead**
Aug 17 – 24
$118 per night
4.99 out of 5 average rating, 69 reviews

Popular amenities for Sullivan County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Jeffersonville
Samba Inn - Creek House
Apr 12 – 19
$194 per night
4.9 out of 5 average rating, 41 reviews
Guesthouse in Jeffersonville
Sweeping Mountain View From Catskills Farm Retreat
Apr 18 – 25
$125 per night
4.77 out of 5 average rating, 243 reviews
Guest favorite
Guesthouse in Swan Lake
Bamboo House Retreat in Catskill
Apr 19 – 26
$87 per night
4.95 out of 5 average rating, 309 reviews
Guesthouse in Lackawaxen
Three Bridges Cottage Retreat on 4 Acres!
Jul 14 – 21
$248 per night
4.54 out of 5 average rating, 24 reviews
Guest favorite
Guesthouse in Mountain Dale
Willow House Cottage
Jun 11 – 18
$144 per night
4.95 out of 5 average rating, 44 reviews
Guest favorite
Guesthouse in Mongaup Valley
Good Vibes Studio in the Woods
May 25 – Jun 1
$97 per night
4.99 out of 5 average rating, 360 reviews
Guest favorite
Guesthouse in Jeffersonville
Samba Inn - Deck House
May 8 – 15
$154 per night
4.93 out of 5 average rating, 28 reviews

Guest house rentals with a patio

Guest favorite
Guesthouse in Callicoon
R52Creekside one bedroom cottage
Mar 11 – 18
$124 per night
5.0 out of 5 average rating, 30 reviews
Superhost
Guesthouse in Greenfield Park
Rustic Catskill's Cabin #2
Jan 6 – 13
$105 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Guesthouse in Monticello
Lakeview Cabin
Jul 21 – 28
$245 per night
4.8 out of 5 average rating, 5 reviews
Superhost
Guesthouse in Wurtsboro
Hiker’s Haven, a Cozy Cabin above Bashakill Refuge
Aug 5 – 12
$214 per night
4.83 out of 5 average rating, 23 reviews
Guest favorite
Guesthouse in Smallwood
Charming Brook Side Retreat by The Forest Reserve
Aug 28 – Sep 4
$131 per night
5.0 out of 5 average rating, 10 reviews
Guesthouse in Ellenville
The Loft at Pangri-La
May 17 – 24
$160 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Guesthouse in Sparrow Bush
Noah's Cabin #1 full home with patio nature view
Feb 17 – 24
$185 per night
4.82 out of 5 average rating, 17 reviews
Guest favorite
Guesthouse in Narrowsburg
Cozy Catskills Coop Cottage
May 11 – 18
$73 per night
5.0 out of 5 average rating, 7 reviews
Superhost
Guesthouse in Greenfield Park
Rustic Catskill's Log Cabin #1
Jun 9 – 16
$107 per night
4.67 out of 5 average rating, 3 reviews
Guesthouse in Sparrow Bush
Noahs Cabin #2 -2 bedroom rustic cabin guest house
Jan 1 – 8
$130 per night
4.42 out of 5 average rating, 12 reviews

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Parksville
Wonderful getaway place in the Catskills!
May 22 – 29
$135 per night
4.87 out of 5 average rating, 15 reviews
Guest favorite
Guesthouse in White Lake
Summer Fun at Lakeside Cottage with Beach!
Feb 6 – 13
$269 per night
5.0 out of 5 average rating, 13 reviews
Guesthouse in Loch Sheldrake
Secluded & Magical Catskills Escape on Huge Land!
Mar 10 – 17
$168 per night
4.94 out of 5 average rating, 18 reviews
Guesthouse in Barryville
Brookside Loft
Dec 20 – 27
$170 per night
4.56 out of 5 average rating, 9 reviews
Guesthouse in Narrowsburg
Millstone Modern - Summer ‘24
May 17 – 24
$240 per night
New place to stay
Guesthouse in Roscoe
Drop The Line, Private River
Apr 11 – 18
$134 per night
New place to stay
Guesthouse in Parksville
Serene countryside escape
May 17 – 24
$271 per night
New place to stay
Superhost
Guesthouse in Middletown
A spacious and cozy large room
Sep 20 – 27
$135 per night
New place to stay

Destinations to explore