Photo by Karen Wirtz

Search Guest Houses in Highland

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 8 Guest Houses in Highland with updated reviews, rates, and availability.

The Herwood Inn
Front of property

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (57)
"Great customer service and location "
The price is AED 727
AED 815 total
includes taxes & fees
5 Mar - 6 Mar
The Herwood Inn
The Wiltwyck
Front of property

The Wiltwyck

2.0 star property
9.6 out of 10, Exceptional, (136)
"We loved this place and the host was super friendly and helpful. We really enjoyed the historical nature of the rooms. We only wished there were more comfortable seating, more lamps and many more hooks. We also could have used a dresser or wardrobe. Otherwise, the location could not have been more perfect."
The price is AED 309
AED 490 total
includes taxes & fees
24 Feb - 25 Feb
The Wiltwyck
Moondance Ridge Bed & Breakfast
Front of property

Moondance Ridge Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (51)
"We will definitely be returning to Moondance ridge our next trip up to New Paltz. "
The price is AED 489
AED 754 total
includes taxes & fees
24 Feb - 25 Feb
Moondance Ridge Bed & Breakfast
The Gables of Rhinebeck Inn
Room

The Gables of Rhinebeck Inn

3.0 star property
9.2 out of 10, Wonderful, (101)
"This is a wonderful spot.. Walking distance to the town.. Friendly proprietors.... Sweet property "
The price is AED 703
AED 939 total
includes taxes & fees
2 Mar - 3 Mar
The Gables of Rhinebeck Inn
Private one bedroom guesthouse with pool
Guest house is the white section on the left.

Private one bedroom guesthouse with pool

9.8 out of 10, Exceptional, (35)
"This little garden house just through the greenhouse was perfect for my husband & I. We stayed for 2 nights to attend a concert @ Ulster Performing Arts Center. Comfy furniture & well-stocked with towels, bedding, dishes, utensils, etc. We used the hot tub one night as well, which was really nice. "
Private one bedroom guesthouse with pool
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private
Summer View from Skyloft

Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

9.8 out of 10, Exceptional, (18)
"This location for me was exactly what was needed. Close enough to downtown Woodstock but remote and quiet with a tremendous view. Very clean and comfortable lodging. Helped me immensely to disconnect for a few days. Highly recommend "
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private
Goats, Private Outdoor Movies, Wildflower Meadow, Fishing Pond, Designers' Fav!
Exterior

Goats, Private Outdoor Movies, Wildflower Meadow, Fishing Pond, Designers' Fav!

10.0 out of 10, Exceptional, (3)
"What a beautiful home & location! Such a classy place in wonderful surroundings. The record player, the goats, the movie screen…..so much fun. Thank you & will definitely stay again. Chuck"
Goats, Private Outdoor Movies, Wildflower Meadow, Fishing Pond, Designers' Fav!
Church Des Artistes Guest House
Building design

Church Des Artistes Guest House

3.0 star property
9.4 out of 10, Exceptional, (18)
"Peter and Julie are excellent host with a lot of nice recommendations to the area. The room was smaller than I originally thought, but it was extremely cozy and warm with all the nice amenities inside. We loved all the nice decoration and historical feeling the room has to offer. Will definitely consider it again when we plan to visit Kingston."
Church Des Artistes Guest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Highland

Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Hamptons on the Hudson in South Saugerties
Pool

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (14)
"We had an absolutely wonderful stay at this Vrbo! From the moment we arrived, everything was spotless, beautifully decorated, and thoughtfully equipped with everything we needed. The hosts went above and beyond to ensure a comfortable and seamless experience, providing clear instructions and even thoughtful touches that made us feel right at home.The location was perfect—close enough to attractions and restaurants but still peaceful and private. The beds were incredibly comfortable, the kitchen...
Hamptons on the Hudson in South Saugerties
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (228)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.