Vacation rentals in Handsome Hollow

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Top-rated vacation rentals in Handsome Hollow

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Guest favorite

Home in Downsville

4.97 out of 5 average rating, 110 reviews

Trout fishing on the Delaware

Beautiful Private area 2 homes on 10 acres, you will have one, newly built with all amenities, on the river, great fishing, luxurious accommodations, fire stove, local town full size pool with full access, pond / beach with boating, local Knack/ Canoe rental on the East branch of the Delaware River all within 20 minuets. Local antique shops, fairs and markets, Enjoy the Catskills Today. The property boarders the River Just a walk Away. Great for Family and Children. Local food, Shopping and fun

May 26 – Jun 2

R2,915 ZAR per night

Guest favorite

Cabin in Downsville

4.88 out of 5 average rating, 128 reviews

Tiny glamping cabin with mineral spring hot tub

This off grid, alternative powered site is located towards the front of a large twelve acre estate, alongside a flowing brook. Elevated over a natural spring that flows year round, the Japanese inspired aesthetics of this private, tiny cabin sits perched atop a deck among the wooded trees overlooking the waterway the mineral spring feeds, but not before filling the in-ground, cedar lined, two person, bubbling hot tub heated with a wood burning stove. One of two glamping sites on the 12 acres.

Oct 20 – 27

R2,909 ZAR per night

Guest favorite

Cottage in Narrowsburg

4.99 out of 5 average rating, 144 reviews

Cozy Cottage in Popular Narrowsburg

A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Jun 13 – 20

R2,495 ZAR per night

Guest favorite

Apartment in Hancock

5.0 out of 5 average rating, 34 reviews

Country apt- Top of the Delaware

Spacious 3rd floor apt, 4 people, private entrance, 2 bedrooms w/queen beds, futon, large living room, full kitchen, 8 ft ceiling, sunroom. Clawfoot tub with shower head. Walking distance of East & West Branches of the Delaware River, local shops, restaurants, grocery store, pharmacy, fishing & kayaking. 20 mins to Handsome Hollow. Driveway parking for one car or tandem for 2 cars. Owner lives in the bottom 2 floors. No cleaning fee. No TV service. No smoking. No pets. No children under 12.

Dec 2 – 9

R1,959 ZAR per night

Guest favorite

Guesthouse in Roscoe

4.93 out of 5 average rating, 208 reviews

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.

May 16 – 23

R2,553 ZAR per night

Guest favorite

Home in Deposit

4.97 out of 5 average rating, 114 reviews

Deposit country home with amazing views

Enjoy a true nature retreat when you visit your getaway home in rural Deposit NY. Located 6 miles off Route 17 at the top of the catskill mountains this property is known for the endless views from sunrise to sunset. The outdoor options are many, whether you're picking fresh vegetables from the home grown seasonal garden or setting up the stone fire pit for s'mores, you'll find there is something for everyone. Great area Fishing, bird watching, and view of the stars. Pets are welcome.

Sep 18 – 25

R2,665 ZAR per night

Guest favorite

Tent in Livingston Manor

4.97 out of 5 average rating, 110 reviews

Milkweed Camp - Glamping in the Catskills

Our off-grid canvas tent is situated at the edge of a meadow, surrounded by blueberry bushes. It's just 4.5 miles to Main St in Livingston Manor, and 35 minutes to Bethel Woods. Please note that temps may dip below 32F in October. We provide a full-size bed (w/ heated mattress pad), fire pit, firewood, propane heater, and solar power. You have access to a composting toilet & outdoor shower on-site, and a conventional shared bathroom if you preferred. We are an LGBTQ+ inclusive space.

Aug 29 – Sep 5

R2,089 ZAR per night

Superhost

Home in Long Eddy

4.79 out of 5 average rating, 62 reviews

Bird Spring Hill House - Charming Country Getaway!

This sunny studio apartment surrounded by woods and farmland is perfect for your country getaway. The newly renovated space has modern amenities, farmhouse charm and a deck with a lovely view. Nestled on a quiet road in the hamlet of Long Eddy, there's lots to explore-- tubing & fishing in the Delaware River, hiking trails, swimming in nearby lakes, horseback riding, Callicoon's restaurants & farmer's market, tastings at the local distillery and so much more!

Feb 20 – 27

R1,964 ZAR per night

Guest favorite

Farm stay in Callicoon

4.96 out of 5 average rating, 189 reviews

Country road please take me home!!

Are you looking for rest & relaxation or fun in the Catskills. Come enjoy our warm, cozy home away from home. Our guest mobile home is located on a quiet country back road, but yet close to dining and outdoor activities that the Catskills has to offer, rafting down the Delaware & enjoying concerts at Bethelwoods. The possibilities are endless. We now have Spectrum internet. Please note that we do reside on an active farm. This could be a wonderful experience!

Dec 10 – 17

R1,752 ZAR per night

Guest favorite

Farm stay in Roscoe

4.99 out of 5 average rating, 126 reviews

Roscoe Wildlife Retreat

We are open for. the season! You'll be enjoying a 40-foot travel trailer located on 11 acres of land with private entrance and all necessities to be comfortable, including WIFI, heat/AC, hot water, bathroom.FRESH AIR, and so much more. Please note that the trailer is designed for 2 adults/2 children or up to 3 adults/1 child. If you have a special arrangement for your family, just message us, and we will see what we can do.

May 26 – Jun 2

R2,294 ZAR per night

Guest favorite

Guesthouse in Long Eddy

4.97 out of 5 average rating, 136 reviews

The Grange

The Grange is a fully renovated 1886 building with 800 sq ft apartment on ground floor. It is located on a quiet country road 4 miles from the Delaware River with great swimming, fishing, kayaking, canoeing, tubing nearby. 15 minutes from Callicoon and 23 minutes from Hancock. Private entrance. Access to my vegetable garden and private lawn. It has fully equipped kitchen and bathroom with bathtub and shower.

Sep 12 – 19

R2,804 ZAR per night

Guest favorite

Cabin in Livingston Manor

4.99 out of 5 average rating, 210 reviews

Catskill Goldenrod Cabin Retreat

Discover serenity at Goldenrod Retreat, our cozy woodland hideaway, tucked away among trees and blueberry bushes. It's just 4.5 miles to Main St in Livingston Manor, and 35 minutes to Bethel Woods. Relax on the screened porch or the spacious deck, while taking in the beauty of nature. We provide a full-size bed, fire pit, cooking essentials, solar power for electronics, outdoor shower & composting toilet.

Feb 5 – 10

R3,351 ZAR per night