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Ancramdale Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Ancramdale vacation rentals

A modern kitchen with white cabinets, a large island, and a skylight.

1. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (15 reviews)
"We loved the house and it really added to our upstate experience!!"
United States
stephen r.
$1,194 nightly
The price is $1,351
Oct 16 - Oct 17
Total with taxes and fees
A Country Lodge Straight Out of the Pages of a Great Novel
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (180 reviews)
"Great little place."
United States
Kim
$113 nightly
The price is $127
Oct 1 - Oct 2
Total with taxes and fees
Micosta Leisure Inn
A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

3. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House
Pine Plains
10.0 out of 10, Exceptional, (3 reviews)
"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"
United States
Estefany G.
$620 nightly
The price is $701
Oct 1 - Oct 2
Total with taxes and fees
Chic Barn Style * Fireplace * Near Stissing House
An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

4. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (45 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$393 nightly
The price is $439
Oct 12 - Oct 13
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
A wooden cabin with a porch, a grill, and a flower planter.

5. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.
Hillsdale
9.8 out of 10, Exceptional, (79 reviews)
"Excellent host!"
United States
Kenny
$339 nightly
The price is $380
Sep 30 - Oct 1
Total with taxes and fees
Ideal location for summer and winter activities with plenty of outdoor space.
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

6. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
$230 nightly
The price is $258
Oct 1 - Oct 2
Total with taxes and fees
Gatherwild Ranch
A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

7. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.6 out of 10, Exceptional, (10 reviews)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
$994 nightly
The price is $1,124
Sep 30 - Oct 1
Total with taxes and fees
The George is an elegant restored home in the Hudson Valley
A living room with a television, a cabinet, a glass coffee table, and a framed picture on the wall.

8. Chic Lakeside Oasis|Near Rhinebeck & Millbrook

Chic Lakeside Oasis|Near Rhinebeck & Millbrook
Stanfordville
$605 nightly
The price is $684
Oct 1 - Oct 2
Total with taxes and fees
Chic Lakeside Oasis|Near Rhinebeck & Millbrook
A modern hotel room with a large bed, two bedside tables, and a wooden headboard.

9. The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
$170 nightly
The price is $190
Sep 30 - Oct 1
Total with taxes and fees
The Brooks Motel: Exceptional Suite
A two-story house with a front porch, surrounded by lush greenery and trees.

10. Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam
Hillsdale
8.4 out of 10, Very good, (5 reviews)
"Overall a very pleasant stay. It is a cool old house with all its charm and quirks. Very spacious, comfortable. Decent kitchen. Location very accessible for mountains and tooling around. Just right for a getaway"
United States
Annetta D.
$742 nightly
The price is $831
Oct 11 - Oct 12
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

11. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Cornwall
10.0 out of 10, Exceptional, (6 reviews)
"This cabin is so cute we had a relaxing time , will return"
United States
Candice S.
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A kitchen with white cabinetry, granite countertops, and a window with blinds.

12. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
$225 nightly
The price is $252
Sep 30 - Oct 1
Total with taxes and fees
Charming loft cottage in tranquil Germantown with WiFi, AC
A two-story house with a balcony, a deck, and a view of the surrounding forest.

13. Gorgeous Mountain Views Retreat: Family & Nature

Gorgeous Mountain Views Retreat: Family & Nature
Hillsdale
10.0 out of 10, Exceptional, (134 reviews)
"This home has beautiful views. It is quiet and clean with all of the amenities we needed. We had a lovely stay."
United States
Anne S.
$665 nightly
The price is $745
Oct 18 - Oct 19
Total with taxes and fees
Gorgeous Mountain Views Retreat: Family & Nature
A wooden deck with a staircase leading to a covered porch area.

14. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (63 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
$118 nightly
The price is $132
Oct 1 - Oct 2
Total with taxes and fees
All comforts of home
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

15. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.2 out of 10, Wonderful, (5 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
$340 nightly
The price is $381
Sep 30 - Oct 1
Total with taxes and fees
Hudson NY’S Country Serenity Guest Suite.
A staircase leading to a second floor, a living room with a sofa, and a kitchen area.

16. Riverside Retreat in the Berkshires

Riverside Retreat in the Berkshires
Great Barrington
9.6 out of 10, Exceptional, (27 reviews)
"If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step."
United States
Kelly B.
$284 nightly
The price is $317
Sep 30 - Oct 1
Total with taxes and fees
Riverside Retreat in the Berkshires
A table with a bottle, glasses, a plate with strawberries, and a flag on a boat.

17. Beautiful Yacht on Catskill Creek

Beautiful Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (26 reviews)
"So much fun for me and my boys to stay. AJ and Melissa are great hosts!"
United States
Amy G.
$293 nightly
The price is $328
Sep 30 - Oct 1
Total with taxes and fees
Beautiful Yacht on Catskill Creek
A hot tub with a view of a lake and a dock.

18. Hot tub on water, 5min HITS, 20mi to Hunter skiing

Hot tub on water, 5min HITS, 20mi to Hunter skiing
Malden
10.0 out of 10, Exceptional, (7 reviews)
"The house was very comfortable and clean. Kitchen was well appointed. Drawers and cabinets are well stocked w general utensils."
United States
Penny R.
$843 nightly
The price is $915
Oct 5 - Oct 6
Total with taxes and fees
Hot tub on water, 5min HITS, 20mi to Hunter skiing
A white house with a steeply pitched roof and a small tower-like structure.

19. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.8 out of 10, Exceptional, (7 reviews)
"Lovely home in the heart of Millbrook."
United States
Marianne A S.
$434 nightly
The price is $491
Oct 12 - Oct 13
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
An outdoor deck with a wooden deck, a grill, wicker chairs, and a red umbrella.

20. Umana's Cabin, cozy, comfy, 5+ acres of land

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
9.6 out of 10, Exceptional, (8 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
$450 nightly
The price is $504
Sep 30 - Oct 1
Total with taxes and fees
Umana's Cabin, cozy, comfy, 5+ acres of land
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 Ancramdale Hotel Reviews

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good
"The continental breakfast was typical. The coffee was fantastic though - freshly ground beans and brewed by the cup. The shower water pressure and temperature were average at best. Beautiful view if your room is on the back side of the building. Easy to locate and park."
Deborah 2-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Find out more about Ancramdale

Everything you need to know about Ancramdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ancramdale vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ancramdale vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ancramdale vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ancramdale. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ancramdale in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ancramdale rentals

At Expedia, we put the best Ancramdale vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ancramdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ancramdale vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ancramdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Ancramdale?

Yes, there are vacation rentals near well known local attractions in Ancramdale, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Ancramdale has to offer?

Catskill Cottage Walk to Downtown & River Views: You might want to consider this vacation home rental near Ancramdale, which offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Ancramdale?

Explore the area and family-friendly sights such as Harney and Sons Tea Tasting Room, or get out into nature at a spot like Harlem Valley Rail Trail. Hornets Nest Paintball and Taconic State Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Ancramdale?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Ancramdale. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a small group gathering.