Vacation rentals with a pool in Lanesborough

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Popular amenities for Lanesborough rentals with a pool

House rentals with a pool

Guest favorite
A tranquil saltwater pool is framed by a smooth stone deck, surrounded by lush greenery and mature trees. The soft glow of the sunset reflects off the water, creating a serene atmosphere overlooking the Hudson River.
Home in Stuyvesant
4.95 out of 5 average rating, 63 reviews

Red House on the Hudson

AntoniaRating, 5 stars6 months ago
We loved our stay! Comfortable beds. Super tidy and best of all the view! If only we were there in the summer, we would’ve used the pool. Would love to return!
Superhost
The exterior view showcases a red house surrounded by a large green lawn and mature trees. Autumn colors are displayed in the foliage, with blue skies and clouds above. Several vehicles are parked near the house, which features multiple sections connected by landscaped areas.
Home in Saugerties
5 out of 5 average rating, 12 reviews

The House on the Hill

NicolasRating, 5 stars9 months ago
Gorgeous house in the heart of Saugerties. The house is located on a quiet street among nature and right next to the water. It is full of old world charm and extremely spacious with a fantastic garden and a very large pool. We were two families (9 total) so we put the whole house to great use. The 5 bedrooms allowed everyone to have their own space. Multiple living rooms and a nice porch were great features The kitchen is well stocked and was put to good use! Claudia and Paul were super reactive to any questions or query. Saugerties is very close (5 min drive) and Woodstock is only a 15 min drive away. Highly recommend for families or group getaway!
Top guest favorite
An outdoor deck surrounds a circular swimming pool, complemented by a patio table and chairs. Several lounge chairs are arranged near the pool, and a large umbrella offers shade. Lush greenery borders the space, creating a private and serene environment.
Home in Saugerties
4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

McKennaRating, 5 stars6 months ago
My group loved our stay at Alan and Cara’s place for the Sheep & Wool festival. Great space for a large group; we especially loved how comfortable the living room couches were and how there was space for everyone there to gather. The place was immaculately clean. We’d love to come back again!
Top guest favorite
An in-ground pool surrounded by a stone patio is visible, with clear blue water reflecting the sky. Green trees and shrubs are present in the background, enhancing the natural setting. Two lounge chairs are positioned nearby for relaxation.
Home in Germantown
4.98 out of 5 average rating, 58 reviews

Columbia County Farmhouse with Pool

CarolineRating, 5 stars2 weeks ago
Beautiful house with lots of beds and spaces to hang out. We had a lovely time here visiting the Hudson Valley in the early spring. Would certainly come back!
Guest favorite
A stock tank plunge pool is surrounded by a wooden deck and gravel, featuring a pink flamingo float. A lounge chair rests nearby, inviting relaxation in the natural setting of greenery.
Home in Hudson
4.95 out of 5 average rating, 151 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

SpencerRating, 5 stars3 weeks ago
Lovely place to stay. Close to Hudson, but far enough to feel secluded.
Guest favorite
Home in New Lebanon
4.98 out of 5 average rating, 59 reviews

Berkshire Mountain home views, pool, Queechy Lake

GeorgeRating, 5 stars2 months ago
The house was very spacious, the kids ranging from 6-10 loved the games, especially cue ball and fuzz ball. The adults loved the fact there was a lower half where the kids can watch movies and play, while the adults did grown up chatting in the living space. A memorable ski weekend that everyone enjoyed to the fulliest and sad it went so fast. We look forward returning one day in the spring or summer to see a different aspect of the area. Thank you!
Top guest favorite
A spacious two-story house is set against a backdrop of trees, featuring a large fenced-in pool. A covered, screened-in porch provides shaded seating and access to the pool area. The mood is relaxed, with soft clouds in the sky.
Home in Ballston Spa
4.97 out of 5 average rating, 29 reviews

Private, hot tub/pool, close to track and skiing

JulieRating, 5 stars1 month ago
Terrific experience. Brandon responded right away to questions and was very flexible. We loved the house!
Superhost
Home in Ghent
4.9 out of 5 average rating, 10 reviews

Farmhouse and Guesthouse w Pool, Pond and Sauna!

DavidRating, 5 stars20 months ago
Donna was an amazing host and extremely responsive. The property was beautiful and exactly as described in the listing. The pool, pond, sauna’s made the entire experience feel like a special escape from the city. I highly recommend this property and can’t wait to go back!

Condo rentals with a pool

Guest favorite
Condo in Dover
5 out of 5 average rating, 12 reviews

Cozy condo with direct mountain views and shuttle

RomanRating, 5 stars2 months ago
Elizabeth is a phenomenal host, the place is one of the best I ever stayed in.. super clean, well stocked, (especially the kitchen made great impression) very clean.. An excellent value for the money… big and accommodating…
Guest favorite
A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars1 month ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Guest favorite
A well-maintained outdoor pool is surrounded by sun loungers, creating a serene atmosphere. Lush greenery and trees frame the background, providing a natural setting. The concrete deck features handrails for easy access, while clear skies above invite relaxation.
Condo in Dover
4.91 out of 5 average rating, 110 reviews

Seasons on Mt Snow Condo - Ski/Hike/Bike/Swim

MichaelRating, 5 stars1 month ago
We stayed at Julia's vacation rental for a 3-day weekend with our four children under the age of 12. The things that were great: 1) the unit is 150 foot walk in ski boots from a ski trail that will take you to the Mount Snow lift, which was great because we didn't have to shlep 4 kids ski gear, 2) the four kids loved the bunk bed room and were comfortable, 3) there are two large shelves of board games the kids enjoyed, 4) the access to the Sports Center which has a heated indoor pool and hot tubs were a great way to end the day after skiing, 5) the outdoor locker was a great place to dump all the ski gear (much better storage location than inside the car or inside the unit) and 6) very nice fluffy towels and bed sheeting was comfortable. A combined liquid shampoo and body soap is provided in each bathroom, which is the same that we use to bath our kids at home.
Top guest favorite
A spacious outdoor pool is surrounded by lounge chairs, providing a relaxing area for guests. Trees and greenery line the background, enhancing the natural setting. A building with large windows is visible nearby, contributing to the inviting atmosphere.
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Guest favorite
A clear blue pool is surrounded by a sunbathing area featuring white lounge chairs. Lush greenery and trees are visible in the background, providing a natural setting. A fenced area with tall trees enhances the outdoor space for relaxation.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Guest favorite
An indoor swimming pool is highlighted by large windows that allow natural light to fill the space. The pool area features a sleek, tiled edge and a set of sturdy handrails. Comfortable seating options are arranged nearby, complementing the inviting atmosphere.
Condo in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.
Guest favorite
The outdoor pool area features a large swimming pool with clear blue water, surrounded by lounge chairs. Green trees line the perimeter, creating a serene backdrop. A building with large windows stands nearby, providing shelter and amenities for guests.
Condo in Dover
4.84 out of 5 average rating, 119 reviews

Walk to Mt. Snow-Spa-Summer Pool

GaryRating, 5 stars3 weeks ago
Great little studio spot to use as your Basecamp for activities in the area!
Guest favorite
Aerial view captures the snow-covered landscape surrounding the ski slopes, with well-defined runs visible against the mountainside. A tranquil lake reflects the scene, bordered by trees. Nearby buildings, including the condo complex and community amenities, are discernible in the setting.
Condo in Dover
4.89 out of 5 average rating, 9 reviews

New - walk to Mt Snow w/ Tub & Gym

ToniRating, 5 stars1 month ago
We loved the proximity to Mount snow, and the layout of the place was cozy and comfortable. We loved the newly renovated kitchen and all kitchen supplies were new. We didn’t get to use the amenities but we loved the sauna and hot tub offerings!

Quick stats about vacation rentals with a pool in Lanesborough

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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