Photo by Karen Wirtz

Search Guest Houses in Highland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 10 Guest Houses in Highland with updated reviews, rates, and availability.

The Wiltwyck

3.5 star property
9.6 out of 10, Exceptional, (142)
"I had an amazing stay! It was beautiful and quaint, only dinged a star because the water wouldn't get hot but I'm sure if I messaged Julie about it she would've fixed it. It was just late and I didn't want to bother her. Location is amazing and the bed was very comfortable. "
The price is AED 334
AED 580 total
includes taxes & fees
21 Apr - 22 Apr
The Wiltwyck

The Gables of Rhinebeck Inn

3.0 star property
9.2 out of 10, Wonderful, (102)
"This is a wonderful spot.. Walking distance to the town.. Friendly proprietors.... Sweet property "
The Gables of Rhinebeck Inn

The Herwood Inn

4.5 star property
9.8 out of 10, Exceptional, (69)
"Would highly recommend this place, lovely rooms and a short walk to town. I would ask the cleaners to pay more attention though, the cabinets were dirty and there were stuff in the dishwasher from previous guests."
The price is AED 687
AED 769 total
includes taxes & fees
21 Apr - 22 Apr
The Herwood Inn

Moondance Ridge Bed & Breakfast

3.0 star property
9.2 out of 10, Wonderful, (55)
"Great stay. Too short there but would stay here again in a heartbeat for the right price."
The price is AED 555
AED 828 total
includes taxes & fees
20 Apr - 21 Apr
Moondance Ridge Bed & Breakfast

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

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

Hot Tub, Swimming, Goats, Outdoor Movies, Wildflower Meadow, Fishing!

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"
Hot Tub, Swimming, Goats, Outdoor Movies, Wildflower Meadow, Fishing!

Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.

10.0 out of 10, Exceptional, (25)
"Nicole's place is very conveniently located, clean as a whistle, comfortable and worked perfectly for me, my husband and our pup. Very nice, new modern property but still with woodsy charm. Nicole's communication and hospitality (left us some gorgeous looseleaf tea) was A+. Would definitely stay again! "
Bowie Mountain Studio in heart of the Hudson-Valley's best nature, food, shops.

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.
Don't see what you're looking for?
See all available properties in Highland
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Highland

The House In Highland- Secluded Retreat

The House In Highland- Secluded Retreat

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

BLCK Creek - 37 Acre Private Lake, two Cottages , two houses and 11 bedrooms

9.4 out of 10, Exceptional, (3)
"We spent Christmas here with friends and family and enjoyed our stay. Everything we needed was there. We were only disappointed in the communication with the property manager due to the holiday and technical issues. If you stay in the winter make sure the fireplace has been serviced as the smoke filled the room due to a faulty draft. "
BLCK Creek - 37 Acre Private Lake, two Cottages , two houses and 11 bedrooms
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.