Romantic Luxury Chalet with Private Pool

Woodstock, New York
$446 avg/night
Minimum Stay 2 Nights
Bed 1

Bed

Bath 1

Bath

Home Chalet

Property Type

Sleep 2

Max Sleeps

Night 2 nights

Min Stay

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. : )

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Close To Skiing
  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    1 Bedroom Bed Sheets Provided
  • GENERAL

    Property Does Not Allow Children Unit Size: 625 Sq Ft (58 Sq M)
  • KITCHEN

    Blender Coffee Grinder Cookware/dishes/utensils Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Near Laundromat
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Garden Outdoor Furniture
  • POOL/SPA

    Fence Around The Pool Heated Pool Massages Private Pool
  • BATHROOMS

    1 Bathroom Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Kayaking Nearby Mountain Biking Nearby Rock Climbing Nearby Snowmobiling Nearby Swimming Nearby
  • ENTERTAINMENT

    Books DVD Player Stereo Video Library TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Local Meal Delivery Service Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Availability

Review Review

  • Alexandra G.

    Submitted Apr 20, 2026

    Stayed Apr 17, 2026

    Great property!

  • Aaron R.

    Submitted Apr 12, 2026

    Stayed Apr 6, 2026

    Very nice, calm, and clean.

  • Erin T.

    Submitted Apr 5, 2026

    Stayed Apr 2, 2026

    Beautiful home and a wonderful host. Our host, Richard, was incredibly kind, accommodating, and helpful. The property is likewise spectacular. We’ll be returning for sure!

  • Jason H.

    Submitted Mar 26, 2026

    Stayed Feb 20, 2026

    Everything was great. Met all of my expectations

  • Selena x Julian

    Submitted Mar 26, 2026

    Stayed Mar 13, 2026

    One of our best weekend getaways! The place was clean and very cozy. The host was great and gave us some good recommendations. It wasn't far from the shops and restaurants but still secluded enough to feel like you're out in nature. We didn't want to leave. Highly recommend!

  • sean p.

    Submitted Feb 11, 2026

    Stayed Jan 30, 2026

    The chalet was awesome! Rich was a great host and no issues. The town is lovely as well. I recommend highly.

  • tina f.

    Submitted Jan 18, 2026

    Stayed Jan 2, 2026

    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!

  • Jacqueline C.

    Submitted Jan 17, 2026

    Stayed Jan 7, 2026

    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.

  • robert l.

    Submitted Dec 8, 2025

    Stayed Dec 6, 2025

    Fireplace is electric, not wood burning. But things the perfect little get away.

  • Robert M.

    Submitted Nov 23, 2025

    Stayed Nov 21, 2025

    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.

  • Sean D.

    Submitted Nov 18, 2025

    Stayed Nov 10, 2025

    Wonderful stay! The host was a delight and we got exactly what we wanted out of our trip.

  • Ian D.

    Submitted Nov 17, 2025

    Stayed Nov 14, 2025

    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.

  • Arlene K.

    Submitted Nov 4, 2025

    Stayed Oct 31, 2025

    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.

  • Renee S.

    Submitted Oct 23, 2025

    Stayed Oct 17, 2025

    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!

  • Gregory C.

    Submitted Sep 27, 2025

    Stayed Sep 11, 2025

    The chalet was lovely. The proximity to town was perfect. Richard was a friendly and communicative host. We would definitely go back.

  • Marielle F.

    Submitted Sep 22, 2025

    Stayed Sep 19, 2025

    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!

  • Jill L.

    Submitted Aug 15, 2025

    Stayed Aug 11, 2025

    What an amazing trip! This property is charming, rustic, and relaxing. Decorated like a lovely cabin with a stone fireplace, beautiful hardwood floors, and log interior, this place also has some high-end features including a Bose sound system and nicely appointed kitchenette. While there is not a traditional stove, there is an invection cook-top, microwave, toaster oven, Keurig, and instant boiler, as well as a beautiful gas grill down by the pool. On a wooded lot, it was very quiet and private. Our host achieved a nice balance between being available if we had questions while still respecting our privacy. We had a lovely time and can’t wait to visit again.

  • Terry C.

    Submitted Aug 13, 2025

    Stayed Aug 5, 2025

    Richard was very nice and the accommodations were excellent...pool a beautiful bonus!

  • Andrea B.

    Submitted Aug 6, 2025

    Stayed Jul 22, 2025

    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

  • alex d.

    Submitted Jul 27, 2025

    Stayed Jul 25, 2025

    Very beautiful and clean home , Richard (the host) was great, with many great options in things to to do around town

  • Carolyn M.

    Submitted Jul 20, 2025

    Stayed Jul 18, 2025

    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!

  • Kara B.

    Submitted Jul 13, 2025

    Stayed Jul 11, 2025

    Perfect for a two-night romantic get-away, the accommodations were very cozy and the host is very attentive.

  • Charles J.

    Submitted Jul 12, 2025

    Stayed Jul 9, 2025

    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.

  • Dorina K.

    Submitted Jul 9, 2025

    Stayed Jul 4, 2025

    The place is super nice, quiet, and the pool is just amazing.

  • MELISSA R.

    Submitted Jun 26, 2025

    Stayed Jun 12, 2025

    Unfortunately, there was some confusion with the day we were arriving and the outdoor area was not ready for us. When I brought this to Richard’s attention he didn’t apologize about the situation and seemed like he expected us to go in the pool dirty. I had to ask him if there was a net to clean the pool. In the end, he did get the outdoor area ready, but at that point, it was getting late and we didn’t feel like going in the pool. The rest of the trip we had cool weather so we weren’t able to enjoy the pool. I understand things happen but Richard could have been a little apologetic about the situation. Also, the kitchen is not set up of cooking. There was not even salt and pepper. The outdoor grill was good tho. The area is great. You can walk to the red onion restaurant, which was great and the farmers market in Saugerties was fun.

  • Marco E.

    Submitted Jun 22, 2025

    Stayed Jun 20, 2025

    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.

  • Heidi B.

    Submitted May 27, 2025

    Stayed May 23, 2025

    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!

  • Alexander W.

    Submitted May 20, 2025

    Stayed Apr 19, 2025

    Beautiful home. Had a great time.

  • theresa c.

    Submitted Apr 1, 2025

    Stayed Mar 29, 2025

    Quiet location in the woods, yet close to town. Levon Helm's Studio literally a mile away. Space is extremely comfortable and has a fabulous rustic lodge vibe. Can't wait to go back!

  • Lisa F.

    Submitted Mar 24, 2025

    Stayed Jan 31, 2025

    I loved everything about it

  • Barbara G.

    Submitted Feb 22, 2025

    Stayed Feb 20, 2025

    The most beautiful and romantic spot!

  • Anthony M.

    Submitted Feb 20, 2025

    Stayed Feb 14, 2025

    Clean and the host was very professional and informative.

  • Howard W.

    Submitted Jan 21, 2025

    Stayed Jan 17, 2025

    Amazing place to relax and enjoy a winter snowy romantic weekend.

  • Laurie D.

    Submitted Jan 9, 2025

    Stayed Jan 3, 2025

    We just returned from our first weekend at the Chalet and we will be back for sure! It was just as it was pictured, and we can wait to return. Thank you!

  • Marybelle S.

    Submitted Jan 4, 2025

    Stayed Dec 21, 2024

    We drive from NYC for a lil intimate honeymoon getaway and our stay was beyond pleasant! Richard was the best host and made sure we had all we needed. The place is beautiful and peaceful! Not to mention, our fur babies also enjoyed as much as we did. We are so going back in the summer! Thank you Richard! !

  • steve p.

    Submitted Jan 4, 2025

    Stayed Dec 30, 2024

    Our 2nd time staying at this wonderful property. Quiet, private and clean. Our host Richard is a super helpful, nice guy. Even got us a bottle of wine for our anniversary. Will definitely stay here again

  • Sarah l.

    Submitted Jan 2, 2025

    Stayed Dec 27, 2024

    I had a lovely solo stay at this cabin and would come back any time.

  • Andrea V.

    Submitted Nov 21, 2024

    Stayed Nov 15, 2024

    We spent a weekend in the chalet and we loved it. It was great, close to the city (we enjoyed Saturday walk and lunch outside). The property is beautiful, so peaceful, quiet and just perfect. Exactly what we needed. Richard was a great host. Our dog loved the grass and nature, and we loved our private balcony We had great time and looking forward to coming back in summer.

  • Dominick S.

    Submitted Nov 11, 2024

    Stayed Nov 8, 2024

    Wanted a relaxing weekend of dining and hiking. This place hit it on the head. Our host got us checked in and from there we had a private fun filled weekend. The space was a perfect complement to our schedule of hiking, dining out and relaxation. Highly recommend this space.

  • Jonathan R.

    Submitted Nov 11, 2024

    Stayed Oct 25, 2024

    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.

  • Richard A.

    Submitted Oct 14, 2024

    Stayed Oct 11, 2024

    It was the most beautiful place i ever stayed

  • Ken F.

    Submitted Oct 11, 2024

    Stayed Oct 9, 2024

    Richard is a gracious host with a stunning, well appointed guest cabin. Minutes to great restaurants, hiking, shopping but feels like you in the woods. Highest recommendation!

  • Stephanie T.

    Submitted Oct 10, 2024

    Stayed Sep 20, 2024

    We had an absolutly wonderful stay! The pictures don't do this place justice. The chalet is gorgeous! A perfect wood cabin feel with fine finishes. There are flowers growing everywhere. Our host Richard was wonderful and was super attentive. He even turned the firplace on before we got there for an extra romantic feel! We will definitly stay here again!!

  • Mitzi B.

    Submitted Sep 20, 2024

    Stayed Sep 16, 2024

    We had a wonderful stay on this beautiful property. The chalet had everything we needed and was comfortable and cozy. Easy to get to town with excellent restaurants nearby. Wonderful host! The getaway that we needed.

  • Yoya C.

    Submitted Aug 23, 2024

    Stayed Jul 19, 2024

    Great place for a party of two. This is my second visit and everything works as listed. The owner is responsive, and at the same time discreet, and respects your privacy. The pool and grill areas are great and my main reason to come back here.

  • Matthew B.

    Submitted Aug 23, 2024

    Stayed Aug 20, 2024

    Gardens galore, zealous landscape architecture, serene, quiet, private, friendly, romantic and so much more... See for yourself. Sincerely, M & M!

  • Lawrence H.

    Submitted Aug 1, 2024

    Stayed Jul 29, 2024

    Like many other people, I should've read the description more carefully. It's not a separate house rather a large part of a house. That being said, Richard is a great host, the property is beautiful and clean, the pictures are accurate. The pool is also great... we stayed three nights in the summer and would do it again in a heartbeat!

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Total

Includes taxes and fees
$437+
View details