
House vacation rentals in Amenia
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Top-rated house rentals in Amenia
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Popular amenities for Amenia house rentals
House rentals with a pool

The Getaway-HOST & Co.
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.

Private Hudson Valley Country Retreat
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!

Scenic River View Escape | New Paltz
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!

Little owl Japanese teahouse: pool is OPEN
The teahouse and surroundings were relaxing and peaceful. We saw groundhogs, deer, and chipmunks from the porch and our 2 dogs loved exploring the field and wandering in the nearby woods. The pool was amazing and warm despite the rain and the natural landscaping couldn’t have been more beautiful. We really enjoyed our stay!

Upstate Modern Scandinavian Barn in the Catskills
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***

Stunning Views, Bucolic Bliss in 1790s Farmhouse
We really enjoyed our time at Elizabeth Jane's place. The home is spacious and quaint, with nice furnishings, a tasteful colonial feel and easy access to downtown Litchfield and the Berkshires. The bucolic setting is lovely - scenic, relaxing and peaceful.

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
This property is beautiful! The house and amenities are actually just as nice in real and every detail was so thought out. Arp really has good taste and communicated well throughout our stay.
Weekly house rentals

The Wildflower House
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!

Beautiful sun filled cottage in the woods
We hosted a Friendsgiving here and it was so lovely. From the falling snow to the open concept, it was a wonderful gathering abode for the holiday. Thank you!

Gorgeous Modern New Ranch near Rail Trail!
This is a great place. Peter is very responsive. The house is immaculate. Modern, clean and comfortable. The instructions are clear and everything is easy to use. The outdoor areas are really nice. It rained the whole time during our stay, but there is no mud and the covered front porch still gives you useable outdoor space. It is a short trip into Millerton where there are lots of great options to grab something to eat.

Millstone Manor with East Mountain View
Millstone Manor is our go-to when in this area which is twice a year due to having lived in the town and having family two minutes down the road. Richard is an awesome host, friendly and helpful and truly wants his guests to enjoy the space and their stay. The house is super well appointed, we haven't found anything missing or that we had to run out for in regard to kitchen or bath amenities, coffee, soaps, laundry, etc. Always feels like coming home!

Cheerful 2-bedroom house porch and fireplace
We had a great time relaxing in this cozy house and we love the screened porch. It's a wonderful house in a great location -close to everything.

Nature lover’s retreat in NWCT, breathtaking views
Kellen and Samantha's home and property are very special--a wonderful location for a restful retreat in nature that is also a short drive to several charming towns in northwest Connecticut. The hilltop site offers breathtaking views of surrounding mountains, valleys, and forest. The residence sits atop a long driveway off a gravel road so is serenely quiet and private. Inside, the space was immaculate, thoughtfully designed, and very comfortably furnished. The shower, bed, towels, and linens were all particularly fantastic, as was the full kitchen which allowed us to cook nightly. The area is exceptional for hiking, culinary delights, and all sorts of shops. And our hosts were proactive, helpful, and clear in all of their communications. We really loved staying here, as did our dog, and we hope to return. Highly recommended!

1800s Schoolhouse with Modern Amenities
Cathy was extremely helpful and great with communicating clear instructions for our stay at her great home!

Modern Prefabricated Architectural Retreat
Adrian’s place was absolutely lovely. It’s beautiful, peaceful, and easy to relax into. The new “hedge” separating the driveway and the side yard is lovely. Having nature all around is gorgeous and restorative. We’ll definitely return!
Private house rentals

The Barn - Rustic Chic Loft, Hotchkiss, Lakes, Ski
Very comfortable house - nice and airy. Great location just outside Lakeville. Highly recommend.

Curated Contemporary for lakes, forest & ski hills
We were in the area for our son’s graduation. It was the perfect place to stay as a family for a few days. Highly recommend!

Stunningly Designed Historical Icon w/ Hot Tub
Still gleaming from an unforgettable stay at Willow Vale which is hands down a 5-star gem! The design of the house is one-of-kind where every detail piques curiosity and wonder. The library stole our hearts from the start, brimming with an extensive book collection and unique treasures. We sat by the fire here every night. The sunroom was the perfect daytime spot where we napped, worked, ate and played games. It’s impossible not to fall in love with the kitchen…we cooked almost every meal. Enjoying the hot tub under the stars was a highlight. We loved that there was a telescope and took advantage of it. The river was serene with a perfect swimming hole…and cold plunge! The house is secluded and there is so much to do nearby. It’s truly the land of hidden gems. Stissing House for dinner is a MUST. As their home might suggest, Matt and Whitney go above and beyond as hosts. They made this family vacation special for us in every possible way. We cannot wait to return!!!

Gunn Brook Mountain House
This charming, rural home has a touch of mid-century fun throughout. But the best part is the gorgeous lawn and waking up to the sound of the rushing brook right outside the window. Rebecca was so friendly and responsive and included lots of little touches that were very thoughtful.

The Round House w/ Heated Pool
An amazing location when you want to get slightly off the grid for peace and tranquility. Everything you need to truly slow down, dial out and get peace, quiet and rest. An amazing spot for a weekend getaway. If you want to find yourself amongst serene surroundings and a quiet, private wooded area, this is the place. Just enough modern amenities to be comfortable, but just basic enough to make you slow down. Tanner the host was the most responsive and helpful host of any of the airbnbs we've ever stayed. Truly went above and beyond at every turn to make our stay as comfortable as possible. More than accommodating with every request.

Modern Ranch Retreat in Hudson Valley
Great location, walkable and bikable to town, and easy access to the Harlem Valley Rail Trail. The house was immaculate and a great size for our family (two adults and two kids 9 and 12). We would definitely stay here again if we return to the area.

Magical Woodland Getaway
Lovely home, beautifully decorated, in great country setting with easy access to neighboring towns. Our host was very responsive.

A Modern Retreat
Vik’s home was perfect for our weekend trip to the Millbrook area with our kids (aged 6 and 4). Clean, well appointed, and cozy, we enjoyed our stay!
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- Hunter Mountain
- Yale University
- Minnewaska State Park Preserve
- TPC River Highlands
- Thunder Ridge Ski Area
- Bushnell Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Windham Mountain
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- The Connecticut Golf Club
- Norman Rockwell Museum
- Yale University Art Gallery
- Sleeping Giant State Park
- Dinosaur State Park
- Mohawk Mountain Ski Area
- Beartown State Forest
- Yale Golf Course
- Hartford Golf Club