Vacation rentals with a pool in Hudson River

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Top-rated rentals with a pool in Hudson River

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

An outdoor area features a spacious in-ground swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are positioned nearby, offering a relaxing space in the shade of lush greenery. Tall trees provide privacy and a natural feel to the setting.

Home in New Paltz

4.98 out of 5 average rating, 484 reviews

midcentury mod * POOL * walk out trail to mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village Several outdoor seating areas. THE WHOLE PLACE IS YOURS FULL PRIVATE ACCESS HOUSE, POOL & PROPERTY POOL OPEN 5/1 - 9/30

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, 153 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Top guest favorite

Chalet in Olivebridge

4.99 out of 5 average rating, 152 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

**Summer Booking Now Open- Thru Sept 30!** Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We're renovating the kitchen & master bed with new walls of windows in May - pics to come! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Guest favorite

A peaceful cabin is nestled among lush greenery, with a wooden fence framing the property. Flowering trees add a touch of softness to the landscape, while large glass doors reflect the surroundings. The natural setting invites relaxation and a sense of seclusion.

Home in Woodstock

4.92 out of 5 average rating, 242 reviews

Little owl Japanese teahouse: pool is OPEN

You will love our secluded country estate, just a short drive to Woodstock, our authentic Japanese teahouse is the ideal combination of away-from-it-all and convenience. Enjoy sweeping Mountain View’s from your heated bed after a day of shopping, dining, or hiking, if you’re here when the trees are turning golden brown in autumn, snowy in winter or when the sun shines in summer, barbecues by the fire pit beneath the string lights and swims in the salt pool, a game of tennis or bbq by the fire!

Guest favorite

An inviting outdoor space features a sparkling pool surrounded by a spacious deck. Sun loungers are positioned nearby, while majestic mountain views extend in the background. Clear blue skies provide a bright ambiance, enhancing the tranquil setting.

Home in Germantown

4.94 out of 5 average rating, 126 reviews

Hilltop modern with stunning mountain views

Beautiful modern residence with a pool & fireplace in Germantown. Fantastic as a weekend getaway or longer-term rental. In the front, stunning mountain views wrap around the master bedroom, kitchen, living room and deck. Out back, a spacious yard and rolling hills. Grill & eat on the big pool deck, lounge in chaises. Fully equipped kitchen, washer & dryer, and *fast wifi*. Perfect for remote work, and each space has its own desk. Shop, walk, hike, ski: Close to Hudson, Olana & Catskills.

Guest favorite

An outdoor patio area is showcased, featuring a sparkling pool surrounded by a faux stone deck. Comfortable wooden lounge chairs and a coffee table are positioned near the pool, with a hot tub visible in the background. Lush green hills stretch into the distance under a clear blue sky.

Home in Catskill

4.91 out of 5 average rating, 109 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

Welcome to our Stunning 4-Bedroom, 4-Bathroom Modern Farmhouse with Private Pool, Hot Tub, and Amazing Views! - Newly Re-Built (2023) - Tastefully Decorated, Modern Finishings - Amazing Mountainside Panoramic Views, Lots of Sunlight - Over 2,000 Square Feet of Outdoor Patio Space (BBQ, Fire Pit, Games) - 5min to I-87 & Catskill Downtown, 15min to Hudson (Amtrak), 25min to Windham (Ski/Golf), 35min to Hunter Ski Area Perfect for Vacationing, Entertaining, Group Retreats and Family Gatherings!

Guest favorite

A heated plunge pool is centered in the image, surrounded by a spacious outdoor area featuring seating arrangements, including lounge chairs and a picnic table. A sunshade is visible, along with scenic mountain views and greenery in the background.

Dome in Hobart

4.93 out of 5 average rating, 151 reviews

Mtn View Lux Dome w/ Heated Plunge Pool

This luxury dome is a modern home perched on a mountain top. Our aim is to combine the comforts of a large hotel suite with all the healing qualities of nature. Venture out or hike our own trails leading to a pond and a stream in the woods. Suited for long term WFH stays! We have Fiberoptic internet (ethernet avail) and plenty of space for your setup. Stroll the property at lunch or jump in the heated plunge pool between calls. Ask me about a special offer for long term stays. (14 days +)

Guest favorite

A cozy living area features a light-colored sofa facing a decorative coffee table. A round rug with a nature motif complements the hardwood flooring. Large windows provide access to natural light, and a balcony can be glimpsed through the sliding glass door.

Condo in Windham

4.89 out of 5 average rating, 192 reviews

Cozy Hideaway Windham Hunter Pool Tenis Pikabol

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Top guest favorite

The spacious bedroom features a king bed adorned with a dark blue throw and neatly arranged towels. Soft lighting is provided by bedside lamps on each side of the bed, while a plant adds a touch of greenery. Two landscape artwork pieces hang above the bed.

Townhouse in Clifton Park

4.99 out of 5 average rating, 145 reviews

Townhouse w/ King Bed, Kitchen, Tub, Patio, Office

Enjoy our newly furnished and remodeled, spacious Townhouse with a private entrance and king bed! Located in a quiet and safe location in the up-and-coming town of Clifton Park (Saratoga County). 25 minutes to Saratoga National Historical Park. 10 min drive from shopping, entertainment & dining. 18 minutes to Saratoga Race Course, Saratoga Performing Arts Center, and Saratoga National Golf Club. Just a short drive to downtown Albany & surrounding Troy, Schenectady, Ballston Spa and Latham.

Top guest favorite

An indoor pool is featured within a spacious wooden structure, highlighted by a high ceiling and large windows that allow natural light to illuminate the water. Nearby, pool accessories are arranged, adding a colorful touch to the inviting indoor setting.

Home in Gloversville

4.97 out of 5 average rating, 356 reviews

Indoor Heated Pool in the Adirondacks

Year round indoor pool house that is 2000 square feet located in the lower adirondacks. There are several outdoor activities to do in the area...fishing, boating, hiking, kayaking, snowmobiling,cross country skiing & restaurants. Check out my guidebook with things to do in and around the area including near by lakes and restaurants on the lakes. Spend the day exploring and then come back to relax in the warmth of your very own private pool, sit by a fire on the patio or start the grill.

Top guest favorite

The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.

Cabin in Red Hook

4.96 out of 5 average rating, 349 reviews

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 145 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..