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Romantic Luxury Chalet with Private Pool

Photo gallery for Romantic Luxury Chalet with Private Pool

Relax in our private saltwater pool and secluded country setting.
Soaring 18' cathedral ceiling and stone hearth create a spacious environment
All day sun with late afternoon shading
Rustic luxury, with a super comfy 4-poster queen bed.
View to the Chalet from sunny tanning area

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 2625 sq ft

Popular amenities

  • Private pool
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Air conditioning
  • Outdoor grill

Explore the area

View in a map
Woodstock, NY
  • Place, Catskill State Park
    ‪1 min walk‬
  • Place, Catskill Mountains
    ‪29 min drive‬
  • Place, Hunter Mountain
    ‪36 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪49 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Dining area

About this property

Romantic Luxury Chalet with Private Pool

Dear Traveler,

Look no further. Perfect for a couple looking to get away from it all, this quiet, private and very romantic chalet exudes character, luxury and charm.

Peaceful, cozy and secluded at the end of a quiet, wooded cul-de-sac, the Chalet is the perfect getaway for a much-needed private weekend for two. Yet you're only 7 minutes driving time to Woodstock's Village Green in the middle of town.

This rustic, warmly appointed, 625 square foot second story chalet features 18’ cathedral ceilings, a magnificent stone fireplace with realistic electric element, wide plank floors, a private balcony overlooking the private pool... and a super comfy four-poster queen size bed to ensure your restful weekend in the country. Also included are high speed Internet, 200-channel satellite TV and a robust iPhone-compatible Bose stereo system.

The 18'x36' heated saline pool features deliciously soft water and is open from Memorial Day to Labor Day or longer (September subject to weather conditions). There's also a poolside Mediterranean-style pergola with a gas grill, refrigerator and bluestone bar so you can enjoy a shaded casual mid-day lunch, or dine in rustic luxury under the stars.

Approved pets allowed BY the pool, but not IN the pool. Sorry.

The Chalet has its own private driveway and entrance. A 40' foot breezeway separates the second story Chalet from the main house, ensuring privacy and quietude. Check guest reviews for confirmation.

We're just 3 minutes to the acclaimed Red Onion restaurant, 5 minutes from Woodstock's popular Cucina ristorante, 6 min to excellent sushi at Medo, 7 min to fine Indian cuisine at Nirvana and Silvia restaurant . Another 60 seconds and you're at the Village Green in the center of town, where you can enjoy many other dining and entertainment venues. Just up Rock City from the Green is the swanky Good Night restaurant. And, of course, shopping! Oh, the shopping. ; )

For you music fans, we're "right up the road" from the legendary Levon Helm's Barn, home of the Midnight Ramble and some of the best music in the area. And just several minutes from Colony, a former 1920s hotel and current bar, restaurant and music venue. Check their websites for available performances.

Well-behaved pets less than 50 lb are welcome (subject to approval) with $25 fee (per pet/night) and nominal $59 VRBO damage insurance (contracted directly with VRBO). Please note: Pets are not allowed in the pool. Sorry, no exceptions.

Kindly note the 2-night minimum. Weekend-only stays from Memorial Day to Labor Day must include Friday and Saturday night. Check-in is 3 pm, check-out is 11 am.

Be sure to check out our many favorable guest reviews. We look forward to seeing you soon!

Please note: The owner requests 10 minutes each morning for a brief swim, but guests are free to decline. : )
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Pet friendly
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Minimum age to rent: 25
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Children

Adults only
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Events

No events allowed
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Pets

Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
Pets < 50# allowed with permission. $25 per pet.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Remove personal items
Turn off the lights
Kindly turn off a/c when leaving.
Please wash or rinse off any used dishes.
Failure to complete these may result in a negative review from the host.
Sorry. Pets are NOT allowed in the pool.
Host reserves the right to cancel reservation at any time if guest violates pet policy of max 50#.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the neighborhood

Woodstock

Woodstock is home to this chalet. Kaaterskill Falls and Woodstock Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Catskill Mountains and Catskill State Park. Ready for a night out? Consider Byrdcliffe Barn and The Chateau. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the snowmobiling.
View more Chalets in WoodstockOpens in a new window
Map
Woodstock, NY

What's nearby

  • Catskill State Park - 1 min walk - 0.0 km
  • Bard College - 22 min drive - 33.2 km
  • Catskill Mountains - 29 min drive - 34.5 km
  • Hunter Mountain - 32 min drive - 33.0 km
  • Kaaterskill Falls - 32 min drive - 38.7 km

Getting around

  • Rhinecliff Station - 32 min drive
  • Hudson, NY (HCC-Columbia County) - 48 min drive

Restaurants

  • ‪Stewart's Shops - ‬11 min drive
  • ‪Tinker Street Tavern - ‬9 min drive
  • ‪Bread Alone Bakery - ‬6 min drive
  • ‪Caffe Woodstock - ‬7 min drive
  • ‪Dunkin - ‬11 min drive

Frequently asked questions

Does Romantic Luxury Chalet with Private Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Romantic Luxury Chalet with Private Pool?

As of Apr 20, 2026, prices found for a 1-night stay for 2 adults at Romantic Luxury Chalet with Private Pool on Jun 1, 2026 start from $338, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Romantic Luxury Chalet with Private Pool pet-friendly?

Yes, this chalet allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

Where is Romantic Luxury Chalet with Private Pool located?

Situated in Woodstock, this chalet is steps from Catskill State Park, and within 3 mi (5 km) of Bethel Woods Museum and Woodstock Golf Club. Colony and Woodstock Music Shop are also within 6 mi (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 293 out of 312 reviews
Rating 8 - Good. 14 out of 312 reviews
Rating 6 - Okay. 2 out of 312 reviews
Rating 4 - Poor. 2 out of 312 reviews
Rating 2 - Terrible. 1 out of 312 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

tina f.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host provided great recommendations for local activities, restaurants and sites. The "chalet" was as beautiful as presented on VRBO, I'd recommend staying here! We loved the fireplace!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Sean D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay! The host was a delight and we got exactly what we wanted out of our trip.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Jacqueline C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully designed studio with many windows looking onto trees and treetops. Close to town, but also close to nature. Host Richard made sure everything went well.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Terry C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Richard was very nice and the accommodations were excellent...pool a beautiful bonus!
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Ian D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a private, quiet chalet, with a nice pool area. It is on a cul de sac. It is only a few minutes from Woodstock and hiking areas, near Overlook Mountain. The interior is warmer, nicely decorated, and cozy. It is a perfect location for a weekend getaway or a longer-term stay.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Kara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for a two-night romantic get-away, the accommodations were very cozy and the host is very attentive.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Arlene K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at the Chalet! Place has straight out of Yellowstone vibe, rustic but charming. Very close to town. Richard was very attentive to our needs. Halloween weekend is a fun time to visit, didn’t realize they shut the town down which was cool and being an artsy town the costumes were so fun. Great hiking trails close by.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

alex d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very beautiful and clean home , Richard (the host) was great, with many great options in things to to do around town
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Gregory C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The chalet was lovely. The proximity to town was perfect. Richard was a friendly and communicative host. We would definitely go back.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Dorina K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

So relaxing!

The place is super nice, quiet, and the pool is just amazing.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Renee S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Delightful! The Chalet was exactly as described. It was clean, well appointed and the bed was super comfortable. We were there to celebrate a birthday and could not have asked for better accommodations. Richard was very responsive and provided helpful information about things to do in the area. This place is a 10 and we would stay again. Thank you, Richard!
Stayed 2 nights in Oct 2025
Verified

6/10 Okay

Robert M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Richard was very welcoming. The amenities had much to be desired, a very small refrigerator, a two burner electric hotplate, very limited pots and pans, the bathroom only had a medicine cabinet for essentials, the walkup to the second floor chalet was very tiring for older people.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Marielle F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My partner and I, puppy in tow, chose this idyllic gem for a quick weekend getaway from the city and could not have been more pleased with our experience! The property is beautiful beyond words, pictures barely do it justice. The town of Woodstock was so charming and lovely. And the hospitality we received from our host was next-level amazing! We're already looking forward to our next stay. Could not recommend more highly!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Alexander W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Woodstock Vacay

Beautiful home. Had a great time.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Richard A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

It was the most beautiful place i ever stayed
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Andrea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
For a summer stay this is just fantastic. The grounds and pool are show-stopping. Beautifully landscaped, immaculate pool at a perfect temperature, and set in peaceful, wooded serenity. It feels away from it all, but is actually extremely convenient to town. The chalet is spacious & attractive, with a very comfy bed. Richard is a terrific host
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Sarah l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful getaway

I had a lovely solo stay at this cabin and would come back any time.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Howard W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter getaway

Amazing place to relax and enjoy a winter snowy romantic weekend.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Carolyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect!

Richard is an excellent host and lovely person. The cabin is a private gem with a gorgeous garden and large, beautiful, shaded pool. There’s also a vine-covered outdoor dining area with a grill next to the pool. Great location, very close to downtown Woodstock. So quiet and relaxing!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Barbara G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Rustic Retreat

The most beautiful and romantic spot!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Heidi B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A private oasis

Quiet and secluded mountainside chalet with everything we needed, updated bathroom, compact kitchen setup, beautiful outdoor pool, patio and a Weber BBQ. We will definitely be back!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Charles J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Extremley charming and comfortable chalet. The pool and its setting are the best we have ever seen. The owner is accessiblw, responsive and easy to deal with. We have stayed in many small cottages in Woodstock over the last several years. None compare to this.
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Jonathan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our time in the Chalet!

My wife and I loved our werkend get away to this property. Host was easy to get a hold of and instructions were very clear.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Marco E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Idyllic getaway

A short 3 miles to Woodstock, this amazing setup was super peaceful and serene. Amazingly landscaped property with beautiful pool with great water toys to lounge on. The chalet had all the comforts of home, with super comfortable bed and beddings. Richard was an excellent host! You can’t go wrong if you find this available.
Stayed 2 nights in Jun 2025
Verified

10/10 Excellent

Cheryl R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect getaway

Our stay at the Chalet was perfect! Cozy, and very clean with wonderful homey touches it was the escape we needed.
Stayed 2 nights in Nov 2023

About the host

Hosted by Richard

Host profile image
Our commitment is to create an enjoyable and satisfying experience for our guests.

Why they chose this property

It's a private romantic getaway, at the end of a quiet country cul-de-sac, secluded yet close to town.

What makes this property unique

Uniquely romantic... cathedral ceilings, wide-plank floors, soaring fireplace, cozy 4-poster bed, private balcony, heated saltwater pool.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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