Annandale-on-Hudson Vacation Rentals

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Vacation Rentals in Annandale-on-Hudson

Our top choices for Annandale-on-Hudson vacation rentals

Postcard Cabins Eastern Catskills
Standard Cabin, 1 Queen Bed | Exterior

Postcard Cabins Eastern Catskills

2.0 star property
9.4 out of 10, Exceptional, (83)
"My girls and I had a great time, so peaceful, clean and safe! "
The price is ￥21,994
￥29,334 total
includes taxes & fees
Sep 29 - Sep 30
Postcard Cabins Eastern Catskills
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very Good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
The price is ￥18,451
￥23,972 total
includes taxes & fees
Sep 28 - Sep 29
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Children's area

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (44)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is ￥26,570
￥45,464 total
includes taxes & fees
Oct 5 - Oct 6
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Exterior

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (78)
"Great place to stay. Glen was a great host and give us different items from the area to try from local farms"
The Farm at Hyde Park
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (30)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
Hamptons on the Hudson in South Saugerties
Sioux Tipi on Chloe's Lake
Exterior

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is ￥16,237
￥21,492 total
includes taxes & fees
Sep 28 - Sep 29
Sioux Tipi on Chloe's Lake
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

10.0 out of 10, Exceptional, (2)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is ￥15,942
￥27,946 total
includes taxes & fees
Sep 25 - Sep 26
Jessie's Harvest House
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (55)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
The price is ￥21,920
￥35,627 total
includes taxes & fees
Sep 25 - Sep 26
Esopus Creek modern Tiny house Retreat!
Sexiest Lil Cabin in Saugerties, NY
Outdoor dining

Sexiest Lil Cabin in Saugerties, NY

9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
The price is ￥16,606
￥21,905 total
includes taxes & fees
Sep 29 - Sep 30
Sexiest Lil Cabin in Saugerties, NY
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Private kitchen

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is ￥20,857
￥33,774 total
includes taxes & fees
Sep 25 - Sep 26
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (29)
"Great location "
The price is ￥33,212
￥61,057 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (133)
"We had an excellent stay at this home. We had 12 adults and there was plenty of room for everyone - enough bedrooms and seats at the indoor and outdoor dining tables. The kitchen was well stocked with the essentials. We enjoyed the ping pong table, hot tub, and volleyball court. The view of the mountain was spectacular. The only downsides were some bugs, difficulty closing/opening the deck doors, and no direct creek access from the yard. Otherwise, no complaints!"
Beautiful new house 3/4 mile from Hunter Mountain
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (21)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Fridge, microwave, oven, stovetop

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Charming Yacht on Catskill Creek
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Charming Yacht on Catskill Creek

8.8 out of 10, Excellent, (10)
"Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" "
The price is ￥19,263
￥32,920 total
includes taxes & fees
Sep 25 - Sep 26
Charming Yacht on Catskill Creek
Streamside Cottage Half Mile to Town of Woodstock
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (253)
"A beautiful quiet setting! "
Streamside Cottage Half Mile to Town of Woodstock
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Outdoor pool

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

10.0 out of 10, Exceptional, (131)
"Stunning views, lovely house and pool, large kitchen, well equipped. Very responsive owner. Strongly recommend for family. "
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Microwave, oven, stovetop, dishwasher

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9.6 out of 10, Exceptional, (9)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Fridge, microwave, oven, stovetop

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

10.0 out of 10, Exceptional, (122)
"The house was extraordinary, a beautiful house in a beautiful location. There were 8 of us and we were well accommodated. The kitchen has everything you could want and more! "
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
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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Top Annandale-on-Hudson Hotel Reviews

Holiday Inn Express & Suites Kingston-Ulster by IHG

Holiday Inn Express & Suites Kingston-Ulster by IHG

10/10 Excellent
"Clean beautiful room"
Cassandra 1-night trip
Posted 6 days ago
Holiday Inn Express & Suites Kingston-Ulster by IHG

Find out more about Annandale-on-Hudson

Find out more about Annandale-on-Hudson

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Frequently asked questions

Are there vacation rentals in Annandale-on-Hudson?

Yes, you can find vacation rentals near well known local attractions in Annandale-on-Hudson, or you can select a more remote option if you're looking for relaxation. Annandale-on-Hudson is known for its university setting and art. Make sure you have time to check out the museums while you're in the area.

What are some of the best vacation rentals that Annandale-on-Hudson has to offer?

Esopus Creek modern Tiny house Retreat!: This vacation home rental outside of Annandale-on-Hudson is located on a river and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Annandale-on-Hudson?

While exploring the area, visit family-friendly sights like Hudson River Maritime Museum, or get outside and enjoy nature at Falling Waters Preserve. In the larger area, you’ll find Bard College and Hessel Museum of Art.

What are vacation rentals like in Annandale-on-Hudson?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Annandale-on-Hudson. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.