Photo by Barry Rowell

Town of Stockport Holiday Rentals

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Featured Town of Stockport Holiday Rentals

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (92)
"Second time I’ve stayed. Nice place. Owner very communicative. Good prices. "
The price is HK$1,011
HK$1,092 total
includes taxes & fees
4 Feb - 5 Feb
Micosta Leisure Inn

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

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

8.2 out of 10, Very good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is HK$973
HK$1,128 total
includes taxes & fees
22 Jan - 23 Jan
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Charming Artist's Retreat

10.0 out of 10, Exceptional, (133)
"This super cozy cabin is perfectly located and close to major Catskills towns. Yet, Maureen has done an amazing job at creating a space that feels far away from every thing. Town and groceries are less than 10mins away. We visited Kingston and Woodstock - also nearby. The nearby trail options are endless too.This home is exemplar of what VRBO stands for. Thank you, Maureen! "
Charming Artist's Retreat

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.4 out of 10, Exceptional, (13)
"We had a lovely stay for our family of 5 during the week before xmas. The home was well appointed, with all the normal needs we have to cook, etc... The house was very quiet despite 5 of us being there. Everyone had their own space. Very cozy. Loved that there were games to play, we had a great family round of monopoly!The property manager was so responsive. We felt very supported and attended to. Despite the cold weather the house stayed plenty warm as well!We highly recommend this home and...
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (13)
"This place had enough room for family of 24. Lots of space to hangout at. Will book again"
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (26)
"Our family (7 adults and 2 dogs) stayed over the Christmas holiday. The house was just perfect for our group. It was clean, comfortable and cozy! The hosts were responsive and super nice to deal with. We would definitely go back for any future stays in the area. "
Charming Cottage in Private Lake Community (Pet-Friendly!)

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.4 out of 10, Exceptional, (20)
"Well located and comfortable "
The price is HK$1,517
HK$2,939 total
includes taxes & fees
23 Jan - 24 Jan
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay. Would most definitely book again! "
The price is HK$16,257
HK$26,299 total
includes taxes & fees
19 Feb - 20 Feb
Private Estate, Heated Yearround Outdoor Pool

Winter Ski House with gym +spa access

9.6 out of 10, Exceptional, (13)
"We loved our stay for the holidays. Home is warm, inviting, and clean. Host was accommodating. Beds are comfy and the kitchen was big and modern. Will definitely be back! "
Winter Ski House with gym +spa access

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (42)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Featured on MTV ! You Have To See It To Believe It ! Unlike any other !

10.0 out of 10, Exceptional, (87)
"Great property very close to Hunter Mountain. Great for big groups"
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (21)
" The house has a beautiful location and the view of the lake is beautiful. There are several things to do in the surrounding areas such as hiking, horseback riding, shopping and nice restaurants. The house was overall nice. It has a combination of very nice updates and a few needed updates. The couches are extremely uncomfortable. Our host was responsive for the most part."
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

Beautiful Estate w/pool, gym, pond, trails, arcade! Perfect for family/friends!

9.6 out of 10, Exceptional, (85)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
Beautiful Estate w/pool, gym, pond, trails, arcade! Perfect for family/friends!

Winter Ski House with gym +spa access

9.4 out of 10, Exceptional, (17)
"Spacious rooms, very clean, and close to town. "
Winter Ski House with gym +spa access

UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL

9.6 out of 10, Exceptional, (74)
"Would like to thank the owner she was amazing from the beginning of the booking till the end, house was an amazing stay we all enjoyed it very much all around great stay thank you so much."
UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL

Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

9.8 out of 10, Exceptional, (6)
"Our family of four stayed here for the weekend after picking up our daughter from Hawthorne Valley Farm Camp, and this property was perfect for us! The home was immaculate and cool when we arrived. Rudy communicated a few days ahead of time about an issue with the fridge and provided coolers and ice for us to use. We loved eating dinner out on the porch and playing board games down in the media room. The beds were clean and comfortable without being too soft. It made a huge difference that our...
Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson

10.0 out of 10, Exceptional, (7)
"This property was perfect. The house was exceptionally clean and inviting. We enjoyed the outdoor fire pit, the hot tub and ping pong table. The property was centrally located so we were able to enjoy days in Hudson and Windham. It was a great way to ring in the New Year with family and friends. "
Catskills Getaway: 3BR, Pool, Hot Tub, Firepit, Ping-Pong, minutes from Hudson

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

10.0 out of 10, Exceptional, (11)
"We had our family Thanksgiving at this home and it was a great time. Enough space to cook a Thanksgiving meal, have a baking contest, play board games, and relax. The bedrooms were comfortable and everyone commented on how well they slept. More than enough bathrooms and showers with hot water for six people. Close to Great Barrington and Stockbridge for some small town vibes. Overall a great stay!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Remodeled Lakefront retreat!! Come join us for Ski Season!!

9.6 out of 10, Exceptional, (4)
"We had an amazing time and thoroughly enjoyed our stay! The property is beautiful, clean, and well-maintained, exceeding our expectations. The peaceful, private setting, along with the nearby lake, made for a truly relaxing getaway. The view of the lake from the living room was absolutely stunning, and we lost track of time just admiring it. This was the perfect retreat, and we can't wait to come back!"
Remodeled Lakefront retreat!! Come join us for Ski Season!!
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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