Holiday rentals with a pool in Thompson

4.92 out of 5 average rating, 398 reviews

A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.

Chalet in Lackawaxen

Secret Getaway Nestled in a Woodland Setting

Welcome to your idyllic Pocono escape :) Our cozy yet chic home offers quiet surroundings of nature inside the amenity filled four-season community of Masthope! Perfect for families, couples & friends. Located less than 1 mile from community pools, restaurant, tiki bar, skiing & more. Lake and beach access just a short drive within the community! Whether you're looking to disconnect & recharge in the beauty of the Poconos - or ready to adventure all this area has to offer, it's a perfect match!!

The living area features a comfortable sofa with decorative pillows, a television mounted above a stone fireplace, and a small workstation with a chair. A dining table is positioned nearby, while large windows allow natural light to fill the space, overlooking greenery.

4.97 out of 5 average rating, 138 reviews

All New Chic Ski in/out King bed

Welcome to this just renovated 1 bedroom Valley view suite! Located in The Appalachian at Mt Creek resort. We are a hotel built into the base of the ski mountain for ski-in/ski-out convenience. Walk to the lift and back into the hotel to warm up by the cozy fire during you mountain adventure. Highlights of this unit include: - 1 Bedroom, 1 Bathroom unit sleeps 4 - Stocked Kitchenette - King bed in the bedroom - Full size fold out sofa in the living area - Electric fireplace -Central Heat & AC

4.95 out of 5 average rating, 109 reviews

A light-filled living area features a comfortable sofa and a blue armchair, complemented by a modern coffee table. Two framed images hang on the wall, with a large window providing views of the greenery outside.

Flat in Vernon Township

Mountain Creek Appalachian Apartment Ski slope

Relax in the most convenient Condo in Appalachian Hotel with the whole family at this one bedroom apartment, peaceful place to stay. All amenities Resort just at walking distance to Mountain Creek Ski Slope!!, 1st Floor one bedroom apartment just in front of the pool , jacuzzi and sauna facilities! Open the curtain to enjoy the Mountain Creek and natural resources views!, let us pamper you with robe and slippers available for your comfy outdoor heated pool, hot tub and sauna open all year round

4.83 out of 5 average rating, 221 reviews

An inviting living space showcases expansive floor-to-ceiling windows, allowing natural light to illuminate the room. A cozy sofa is complemented by stylish chairs, while a large area rug unifies the seating arrangement. Dining space is visible in the background, enhancing the open floor plan.

Cabin in Bethel

Stunning Mountain Cabin w/ Pool & Hot Tub

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

4.86 out of 5 average rating, 105 reviews

A serene landscape capturing a peaceful lake surrounded by dense greenery. The calm water reflects the trees and sky, creating a tranquil scene. Soft ripples disturb the surface, while patches of grass and fallen branches line the water's edge.

Home in Woodridge

Family Fun w Hot tub/Pool/Sauna near Ski Holidaymt

This Lake House getaway sits on a serene 7 acres of private land. Perfectly positioned for adventures in Sullivan County,Ny and beyond, it is an oasis of tranquility for couples, families, and friends alike. This home is a spacious six bedroom with 10 beds an extra sleeping amenities if needed.Seasonal pool, 2 Canoes, Kayak, and indoor Sauna,Pool table , and a 6 person hot tub , hikes, great restaurants, farm stands, and fresh mountain air await. Close to holiday mt skiing & catskill casino

4.84 out of 5 average rating, 617 reviews

A cozy sleeping area features a queen-size bed dressed in a red and black plaid comforter. Two lamps are positioned on either side, providing soft lighting. A small nightstand holds decorative items, while a trunk for storage is located at the foot of the bed.

Loft in Mountainville

Country Getaway - Close to Hiking & Storm King

Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

4.94 out of 5 average rating, 222 reviews

Home in Narrowsburg

6-Acre Lux Estate: Hot Tub, Fireplace, Near Skiing

A modern 3BR/2BA Catskills retreat on 6 private acres with a hot-tub, and fireplace. Perched on a hill, this single-level home offers serenity, scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Fireplace Hot Tub Spa Mini Ping-Pong Dart Board High-speed Wi-Fi Narrowsburg Offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

4.94 out of 5 average rating, 213 reviews

A bright living area showcases wooden beams and a cozy seating arrangement. A light gray sofa is paired with an armchair, while a colorful storage unit holds records. The space is highlighted by a patterned rug and a dining area visible in the background.

Cabin in Eldred

15 mins from skiing - secluded cabin with hot tub

This 3 acre hidden gem is tucked away in the woods of the Catskills. It's a wonderful getaway from the city or any bustling lifestyle. The outdoor fire pit and hot tub are both the perfect settings for serenity. When you come up here you can enjoy hiking, leaf peeping, cooking, swimming or simply lounging & listening to our record collection and watching nature exist around you. Our house is about 20 minutes from Big Bear mountain which is a great (small) mountain for skiing and tubing.

4.82 out of 5 average rating, 261 reviews

Cabin in Kerhonkson

Woodland Hideaway: Sauna, Tennis Court & 15 Acres

Welcome to your perfect all-inclusive Catskills getaway. Secluded hilltop cabin in the woods. Cozy home features heated pool, sauna, large 2000sf deck overlooking forest, full size tennis court, 15.5 acres for hiking, fishing, and exploring. Located only 2 hours from New York City & 20 mins from Woodstock. Two-bdrm house with one full bathroom and loft sleeping space. House is located on a quiet road. Turn into the private driveway and get ready to relax and mingle with Mother Nature

4.95 out of 5 average rating, 157 reviews

A small red cabin is framed by lush greenery, with a welcoming porch featuring two wooden rocking chairs. Natural stone path leads to the entrance, surrounded by a forest of tall trees and soft moss-covered ground.

Cabin in New Paltz

Le Petit Abris at Gunks EcoLodge

Now open in Winter, but subject to refunded cancellation if Snow makes the driveway unpassable for those without 4 or all wheel drive. This rental is a small cabin in the woods of New Paltz, NY. The cabin sleeps 4 with 2 twin beds in the loft and has a pullout couch with a quality queen size mattress. The kitchen is equipped but does not have an oven. Streaming TV and Internet. Check out our other listings at the EcoLodge, with Private Rooms/Baths, on the "About Me" page.

A spacious bedroom features a large king bed adorned with a patterned quilt and decorative pillows. Soft lighting from a bedside lamp illuminates the area, while the en-suite bathroom is visible through an open door. Neutral tones and artwork add a touch of elegance.

4.8 out of 5 average rating, 298 reviews

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

The Appalachian is a true 4 season resort overlooking Mountain Creek Ski Resort/ Waterpark and other activities such as farms, mountain biking, multiple golf courses, horseback riding, and ziplining! NEAR LEGOLAND (25 min drive) Hike the Appalachian Trails, tour the wineries and enjoy Octoberfest/Spas/Pumpkin and Apple picking. This is a true 4 season resort with a heated(in winter) year-round OUTDOOR pool/hot tubs/Suana. Ski-in/out right to the main lift from the building

4.93 out of 5 average rating, 375 reviews

A spacious main area is highlighted by a large bed covered with a floral quilt. A comfortable sofa is positioned nearby, while a wooden café counter with four chairs overlooks natural light coming through the three windows. A coffee bar and kitchen appliances are integrated into the space.

Flat in New Paltz

Peaceful and Private Boutique Apartment *Pool*

Welcome to your serene retreat one mile from charming downtown New Paltz! Our pretty boutique apartment offers a peaceful escape, perfect for couples or families. Enjoy the comfort of a private entrance, luxurious king and queen beds, kitchen, stocked coffee bar, and huge yard. End your day with a refreshing dip in our pool or unwind in the hammock. Just minutes from town and hiking trails, and many local activities. Experience the best of New Paltz – book your stay today!

Popular amenities for Thompson rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 514 reviews

Home in New Paltz

midcentury mod * HOT TUB * walk out trail 2 mohonk

5 out of 5 average rating, 160 reviews

An aerial view captures the expansive landscape surrounding the barn, featuring vibrant autumn foliage and rolling mountains in the background. A serene pond is nestled among the trees, with the property’s expansive lawn visible in the foreground, emphasizing the natural beauty of the 12-acre site.

Home in Saugerties

Upstate Modern Scandinavian Barn in the Catskills

4.97 out of 5 average rating, 168 reviews

A modern living area features large glass doors overlooking a lush green landscape. Natural light fills the space, highlighting the minimalist furnishings, including a stylish sectional sofa and a glass coffee table. Shelving along the wall displays books and decorative items.

Home in Woodstock

Woodstock Historic Artist Estate- The Museum House

4.97 out of 5 average rating, 146 reviews

A dog sits upright on a wooden chair at a kitchen countertop. The space features warm wooden accents and a cozy atmosphere, with a sofa and dining area visible in the background. Natural light filters through a nearby window, highlighting the dog's glossy coat.

Home in Downsville

Trout fishing on the Delaware

4.96 out of 5 average rating, 292 reviews

A wooden lounge chair is positioned near a serene saltwater pool, surrounded by lush greenery. The pool's clear water reflects the inviting outdoor space, which is complemented by concrete paving and a manicured lawn.

Home in Cottekill

Peace & Privacy - High Falls (hot tub & salt pool)

4.98 out of 5 average rating, 45 reviews

A spacious living area features large windows allowing natural light to fill the room. Two patterned armchairs are positioned beside a sleek coffee table, while a modern sectional sofa offers ample seating. A neutral rug anchors the space, enhancing the cozy, welcoming atmosphere.

Home in New Paltz

Beautiful house under the Gunks

4.96 out of 5 average rating, 117 reviews

Home in Tobyhanna

Insta-Worthy Retreat: Sauna|HotTub|Fire Pit

4.9 out of 5 average rating, 203 reviews

A refreshing swimming pool is surrounded by a wooden deck adorned with colorful flower pots. Comfortable lounge chairs offer a place to relax under a blue umbrella while a table invites outdoor dining. Lush greenery envelops the area, providing a private and serene setting.

Home in Woodstock

HOT TUB on Secluded 7acres, Heated Pool, Stream !

Apartment rentals with a pool

An illuminated salt-water pool reflects soft light at night, surrounded by a well-maintained patio. The backdrop features a multi-story building with balconies and warm lights glowing from the windows, creating a serene atmosphere.

4.88 out of 5 average rating, 139 reviews

Valley Overlook @ Mtn Creek Resort Park & Play

A cozy living area features a comfortable sofa accompanying a rustic coffee table. A large window showcases mountain views, while natural light enhances the space. A wall-mounted television is placed above a gas fireplace, with minimalist decor elements positioned for a welcoming atmosphere.

4.97 out of 5 average rating, 105 reviews

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

The exterior of the Appalachian building is shown, featuring a combination of vibrant wood siding in warm hues and decorative green shutters. Balconies are visible, nestled among well-maintained landscaping, creating a welcoming entrance leading to the facility.

4.94 out of 5 average rating, 211 reviews

Comfy Studio at Mountain Creek Resort

A spacious living area features a cozy sofa adorned with a throw blanket, set against a stone fireplace. A flat-screen TV is mounted above the fireplace. Nearby, a small dining table with two chairs sits near large windows that offer views of the outdoors.

4.94 out of 5 average rating, 904 reviews

Appalachian Lodge Top Floor w/views

The living room features a cozy sectional sofa and a wooden coffee table positioned in front of a modern electric fireplace. A flat-screen TV is mounted on a textured wall, displaying various streaming options. A dining area with a table and chairs is visible, creating a welcoming space.

4.94 out of 5 average rating, 85 reviews

Comfortable, chic, modern and sophisticated condo

A spacious living and dining area features a large wooden table surrounded by chairs, with a cozy seating arrangement across from a fireplace. Large windows offer natural light and a view of the outdoors, enhancing the inviting ambiance of the space.

4.94 out of 5 average rating, 123 reviews

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5

4.95 out of 5 average rating, 231 reviews

Apartment in Vernon

Ski-In/Out | Mountain Creek | Pool & Hot Tub 324

A serene bedroom space features a spacious bed adorned with cozy linens and decorative throw pillows. Geometric wall carvings in dark tones create an artistic backdrop, complemented by bedside lamps providing soft lighting. Natural light fills the room through a nearby window.

4.93 out of 5 average rating, 176 reviews

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

Other holiday rentals with a pool

4.94 out of 5 average rating, 34 reviews

Home in Narrowsburg

Farm House Built in pool/jacuzzi May-September

4.95 out of 5 average rating, 21 reviews

Flat in Vernon Township

Swiss Spot

4.89 out of 5 average rating, 45 reviews

A spacious living area features a plush sectional sofa arranged around a stone fireplace with a gas insert. Large windows offer views of the surrounding trees, while natural light fills the room. A big screen TV is mounted above the fireplace.

Chalet in Lackawaxen

The Lookout * Lake * Masthope * Firepit * Arcade

4.87 out of 5 average rating, 99 reviews

Cabin in Woodbourne

Cheerful 3-bedroom Cabin in the Woods with a pool.

4.94 out of 5 average rating, 54 reviews

An upper deck provides two folding chairs facing a panoramic view of lush greenery and distant mountains. The wooden flooring and white railing create a natural outdoor space, inviting relaxation amidst the surrounding trees and a clear blue sky.

Home in Lackawaxen

Natures Peak at Masthope-Home of Ski Big Bear

5 out of 5 average rating, 23 reviews

An aerial view of a winter landscape showcases a cozy outdoor gathering area surrounded by snow. A fire pit is surrounded by Adirondack chairs, while string lights hang overhead. A swim spa is located nearby, along with an outdoor grill, creating a warm ambiance in the serene setting.

Cottage in Highland Lake

SwimSpa | Sport Courts | Lake | Fishing | Firepit

5 out of 5 average rating, 23 reviews

The historic church building, featuring a crisp white exterior, stands prominently. A well-defined pathway of stone leads to the front door, flanked by tall grasses. Lush foliage surrounds the property, contributing to a serene and tranquil environment.

Home in Accord

Converted Church – Hudson Valley