Vacation rentals in Stockport

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Top-rated vacation rentals in Stockport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Apartment in Saugerties

5 out of 5 average rating, 3 reviews

Esopus Creekfront I Family I Fire Pit I Kayaks

JulietteRating, 5 stars3 months ago
We had a great time staying in this beautiful and comfortable space. It had everything we could hope for and was perfectly clean. The air felt and smelled fresh as we walked in the door. It was spacious and well appointed with extras like condiments, games and puzzles. There was a dog gate and potty bags in case we brought our pets. We didn’t bring ours this time but might in the future because we definitely want to stay here again. There were plenty of clean linens and the shampoo, conditioner and body wash were great. The coffee was delicious and there was tea too. We didn’t use the air fryer, but it was nice to have that and the gas stove in case we wanted to cook. Thank you for a great stay!
Guest favorite
An open living area showcases high vaulted ceilings with wooden beams, large windows, and a warm wooden floor. Two gray sofas are positioned around a coffee table, while a dining area is visible in the background, featuring a wooden table and several chairs.

Home in Old Chatham

4.96 out of 5 average rating, 24 reviews

Post and Beam Hilltop Sanctuary

CatherineRating, 5 stars1 month ago
We really enjoyed our stay at Sandi’s place. Each bedroom has its own bathroom, which is great for couples and families. The kitchen had everything we needed to cook a big NYE dinner. And it was just a few mins from Chatham center and I90, while still quiet and isolated. Sandi was great at communicating with us and was very flexible about check in and check out times, which we appreciated. We had one toddler with us and there was also a pack and play and a high chair. We would stay here again!
Guest favorite
A wooden chair is positioned on a spacious deck, offering a view of the serene lake and surrounding greenery. A kayak is visible on the grass nearby, with the calm water reflecting the lush landscape.

Home in Athens

4.93 out of 5 average rating, 114 reviews

Lake house, 700 ft waterfront - from every room

MottyRating, 5 stars3 months ago
This was our best stay ever. Aline is very helpful & responds right away The scenery all around is magnificent & neighborhood is super peaceful. House is fully stocked with everything you might need during your stay We will definitely be back in the summer!
Guest favorite
A spacious wooden deck features a seating area with cozy chairs, a dining table, and an umbrella for shade. Potted plants adorn the space, and a grill is positioned nearby, creating an inviting area for outdoor gatherings.

Home in Woodstock

4.92 out of 5 average rating, 462 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

AugustRating, 5 stars2 weeks ago
This cabin is very cool. Rustic and comfortable, and a five minute drive in any direction from a number of great restaurants and things to do. The sauna was so lovely, the whole place felt like you had the joy of cabin living without actually having to rough it, if that makes sense. Jon was very responsive, had a ton of recommendations in the area, and when we had a question, he was, and please excuse this terrible but necessary joke, Johnny-on-the-spot. If we liked hiking, there were places to do that very near. We don’t, so we didn’t do any of that - but other people should! All in all, great stay, great experience, very relaxing. 10 of 10, would recommend.
Superhost
A vacation house is nestled among tall trees, showcasing a multi-level design. Large windows reflect natural light, providing a connection to the outdoors. A spacious deck is partially visible, blending harmoniously with the surrounding wooded area.

Chalet in Goshen

4.89 out of 5 average rating, 135 reviews

The Goshen Glass Chalet

ElizabethRating, 5 stars1 week ago
Worth what we paid, most definitely! So grateful to find this home for our stay- it was a beautiful meditative weekend. The well-appointed kitchen was beyond what I would have, or have ever, expected in renting an AirBnb home. There were so many places for our small group to relax and have quiet solitude as well as places where we were able to come together and enjoy our meals. The hot tub was so relaxing and really perfectly heated. And even though it was a blustery weekend, we did enjoy the 3-season porch to sit and listen to nature and feel the cool air. Even though you can see your neighbors, the peace and quietness made me feel as if we were in the middle of nowhere- exactly what we needed! The cleanliness, the beautiful spaces, the coziness of this well-cared for home- I found myself already trying to figure out when I could book my next weekend stay soon after arriving. Thank you Cindy, for being so available for any questions and for any help we needed!
Guest favorite
An icy waterfall cascades down a rocky cliff surrounded by snow-covered trees. The white and blue hues of the ice contrast with the dark rocks, while the icy terrain reflects the frosty environment. Clouds pass overhead, contributing to a serene winter landscape.

Condo in Windham

4.89 out of 5 average rating, 176 reviews

Cozy Mountain hideaway Windham, Hunter

CourtneyRating, 5 stars3 weeks ago
Perfect 😊. More than worth it for the price. As a family that visits windham often this was a great deal. The place is perfect, great location and super cozy. Has all amenities you could need and was clean. Host was super easy to get in touch with and everything was so easy. Couldn’t ask for a better spot. Would definitely book again.
Guest favorite

Townhouse in Hunter

4.92 out of 5 average rating, 72 reviews

Stunning Mountain View Catskill Vacation Escape

KaymarieRating, 5 stars2 weeks ago
Brittany was a fantastic host. We had a minor issue with the stove and she went above and beyond to remedy the situation in a timely manner. We had a great time skiing at Hunter and would not hesitate to stay here again.
Guest favorite
An outdoor deck features a hot tub surrounded by wooden flooring. Comfortable seating is arranged nearby, with decorative cushions adding color. Scenic mountain views and a serene lake are visible in the background, framed by autumn foliage under a clear blue sky.

Home in Windham

4.96 out of 5 average rating, 24 reviews

“Amazing Mtn & Ski Slope Views “

JasonRating, 5 stars1 month ago
Great house, great host, great views. This house had many televisions all equipped with roku TVs and access to almost every app. We have many Airbnb experiences, and the full access to media was a nice touch that you dont always get. Ray was great, he even stopped by with a gift for our family on New Years Eve. 10 out of 10.
Guest favorite
A spacious outdoor area is depicted, featuring gravel paths and seating arrangements. Several wooden Adirondack chairs are arranged around a small table, complemented by umbrella shades. Lush trees and greenery provide a natural backdrop, creating a serene environment for relaxation.

Home in Sheffield

4.9 out of 5 average rating, 115 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

JohannaRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay in Sally’s cozy apartment! It is well appointed and tastefully decorated. Sally was very responsive and caring. The beautiful views out of our bedrooms onto the garden and the wide open landscape behind it were major treats, especially on the morning after a heavy snowfall. We found everything we needed and more than expected - and hope to be back one day! Thank you very much, Sally!
Guest favorite
A log cabin is illuminated under a starry sky, surrounded by lush greenery. Two adirondack chairs are positioned around a small table in the foreground, creating an inviting space to relax. The cabin features a spacious deck with multiple seating areas, visible through large glass doors.

Cabin in Hunter

4.99 out of 5 average rating, 184 reviews

Lakeside log cabin with Mtn views (dog friendly)

AbbeyRating, 5 stars2 weeks ago
Nilda is an incredibly warm and welcoming host. Her cabin was the perfect place for a getaway with our dogs with all the space for them to run around and for us to relax. Nilda and her partner, George, got on the phone with us to help set up the fireplace and even offered to come by if we needed any physical help but luckily we got it all resolved on the phone and was super easy once we figured it out. Nilda checked in on us daily with recommendations on places to go and made sure we had everything we needed. The cabin has cozy and rustic decor which felt very zen and we really enjoyed the skylight in the big open shower. Her home was perfectly stocked up with cookware and spices for us to make dinner and even had s'mores ingredients for us to enjoy while stargazing at night. The whole experience was just what we needed and recommend it to anyone visiting the Catskills region!
Guest favorite
An outdoor deck is shown, featuring wooden flooring and a black railing. Lush green trees and a grassy area create a serene backdrop, while a clear blue sky is visible above. A white chair is positioned on the deck, inviting relaxation.

Condo in Hunter

4.89 out of 5 average rating, 85 reviews

Cozy Slope Side Retreat

MichaelRating, 5 stars3 weeks ago
We had a awesome ski vacation at Hunt. Easy walk to the slopes and back. Fantastic location- nicely away from the crowds of the main lodge area, but walking accessible to the slopes.
Superhost
A serene riverfront view showcases a calm waterway framed by lush greenery. A large rock outcrop emerges from the water's edge, while a deck with red umbrellas is visible above, offering a peaceful retreat surrounded by nature.

Home in Middletown

4.89 out of 5 average rating, 122 reviews

Riverfront! Swim, Fish, Hot Tub & Game Barn.

ToniRating, 5 stars1 month ago
What a lovely cabin in a lovely spot. Loved it here-would stay again. I highly recommend purchasing wood and using the wood stove. We stayed during 6-10 degree weather and this stove warmed the space. Thank you Charles.

Popular amenities for Stockport vacation rentals

Other great vacation rentals in Stockport

Guest favorite

Home in Millerton

4.96 out of 5 average rating, 169 reviews

Vacation Home In Millerton

TaraRating, 5 stars2 weeks ago
Nice home. Comfortable and had everything we needed. We would stay again.
Superhost
A charming exterior view of the duplex features a white railing adorned with lush green grapevines. Below, colorful flowers bloom along the garden, enhancing the greenery. The backdrop includes a clear blue sky and trees, suggesting a serene outdoor setting.

Apartment in Ravena

4.67 out of 5 average rating, 3 reviews

Mountain Getaway 2BR duplex apt

NatashaRating, 5 stars18 months ago
Vitaliy's home was beautiful!! It was the perfect getaway that we were looking for! Very quiet area & our surroundings were picturesque! We even saw a deer & its baby eating & playing in the backyard!! The inside of the home was very spacious & well decorated! The bed was very comfy also! The pictures posted in the listing were exactly what we encountered! I would definitely come back here again!! Thank Vitaliy for your hospitality, it was very much appreciated!
Guest favorite

Home in Tannersville

4.97 out of 5 average rating, 74 reviews

CottageintheClouds-InVillage 3BR 2BA, King bed

JeffreyRating, 5 stars3 weeks ago
We came for a weekend skiing at Hunter and Donna's place was perfect... Location in the town of Tannersville was great, we could walk down to the restaurants/shops in town. Less than a 10 minute drive to the slopes at Hunter. Everything in the home was as described and just what we needed - from the kitchen to the bedrooms to the living space. And Donna was super flexible and responsive as we had a few questions leading up to our stay.
Guest favorite
A spacious outdoor deck features black lounge chairs set beside a low wooden table. A contemporary black chiminea stands as a focal point, surrounded by trees and open land, creating a relaxing atmosphere for outdoor gatherings.

Home in Athens

5 out of 5 average rating, 15 reviews

Lake house with arcade games

AdrienneRating, 5 stars4 weeks ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Guest favorite
A cozy cabin is set against a backdrop of mountains and trees, featuring stone accents and large windows. A spacious outdoor patio includes a grill and seating area, while the hot tub is positioned nearby. The setting is tranquil, emphasizing the natural beauty of the landscape.

Cabin in Shandaken

4.99 out of 5 average rating, 103 reviews

A Place Called Home in The Catskill

AliciaRating, 5 stars1 month ago
We really enjoyed our stay. We had three families and the space accommodated us well. John’s place is well located to Bellayre - 15 min away. The kitchen and layout were great and the house is very comfortable. I definitely recommend it and would stay again. Thanks for a great stay!!
Guest favorite
A light-filled living space features a stone fireplace as a central focal point. Comfortable seating is provided by two mid-century style chairs, complemented by a soft area rug. Large windows offer views of the outdoors, enhancing the room's open feel.

Home in Tannersville

4.93 out of 5 average rating, 27 reviews

Luxurious Spacious Private Home w/tub - Come Ski!

SantiagoRating, 5 stars6 days ago
It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.
Superhost
An outdoor relaxation area features a wooden sauna beside a gravel path. Two red chairs are positioned nearby, surrounded by lush greenery and mountain views. The scene is complemented by a gentle stream flowing along the edge of the garden.

Chalet in Fleischmanns

4.74 out of 5 average rating, 156 reviews

Sauna equipped Belleayre Cozy Cabin

AlexRating, 5 stars1 month ago
Great place. A bit cold in the winter so the fireplace comes in handy. Grill makes for convenient cooking. very private feel. The sauna is great and very personal!
Guest favorite

Townhouse in Windham

4.89 out of 5 average rating, 141 reviews

Amazing + pet friendly gem in the heart of Windham

IvyRating, 5 stars2 months ago
Andrew's place has everything we need. The kitchen is spotless, equipped with modern appliances, and offers a great variety of utensils. Despite the freezing cold and snowstorm outside during our visit, the interior stayed cozy and warm, thanks to the highly efficient heaters. The townhouse is located within a complex, providing a sense of safety. Additionally, the Windham path(easy trail) is just a 2-minute drive or a 10-minute walk away.

Destinations to explore

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