Holiday rentals with a pool in Oneonta

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 +)

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Blissful Mountain House

Welcome to Blue Aster! This 4-bedroom, 2-bathroom mid-century modern home sits on 4 quiet acres filled with captivating views, minutes from the center of the historic town of Roxbury and only a two-and-a-half-hour drive from the George Washington Bridge. Whether you choose to relax on the Deck, cool off in the Pool (open Memorial Day Weekend) or explore the property trails that lead to the Clearing, there truly is something for everyone to enjoy. Drop your bags and start making memories!

Modern Chalet w/Cedar SAUNA, HOT TUB & Outdoor TV!

Welcome to the beautiful Catskills! Our beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, enjoy the brand new SAUNA (March 2026) shoot a game of POOL in our Loft, or take a hike through our private TRAIL!!

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Catskills Barn Apt with MTN views on 34 acres

Before booking * READ * the ENTIRE listing especially the “GUEST ACCESS and HOUSE RULES for all info on the Property and Hot Tub (access is shared). December - March an AWD or 4x4 Vehicle is HIGHLY RECOMMENDED Please read the “Other things to note” section. The Monroe House Barn Apt is tucked away between our Main House and Guest Cabin on our picturesque 34 acre estate. Guests have *shared access* to our Hot Tub with stunning views of the mountains. Absolutely NO PETS or SMOKING

Contemporary Cabin w/ Hot Tub, Lake & Fireplace

Ticking all the boxes, this beautiful cabin has everything you could want for your retreat from city life! Five acres of private forest encapsulates the perfect seasonal mood as you step from the great room onto the huge wrap-around deck. Relax and enjoy the property with its hot tub, fireplace, A/C, BBQ grill and poolside loungers. For the adventurous at heart, check out the community shared lake access (non fishing), rivers, hiking trails and ski stations right at your fingertips.

Country Cottage w/ HOT TUB & Views

Welcome to the most peaceful and tranquil place in the world. Our beautiful home is situated on 3 acres of private land with a private pond and incredible views of the mountains. Escape your life and stressors, and come stay in the fresh air where all you will hear are birds chirping - no sirens, cars or people. The cottage is fully stocked to be enjoyed for all 4 seasons! Relax in the hot tub, or go for a swim in the pond. Our property is the perfect vacation getaway.

Dino's Black Bear Cabin

A totally disconnected adventure into the middle of the woods is just about as liberating as it gets. Get ready to log off and reconnect with yourself. Upstate NY is also home to some of the world's best campings. Tell your friends and family members to forget about texting you for a few days and reconnect with the wilderness, with five freshwater lakes and 100 miles of hiking trails right outside.This is what we do and we want to share it with you.

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The Loft at Bearpen Mtn; near Hunter & Windham

Relax in this stylish Mountain View escape at the base of Bearpen Mountain. The loft is a wonderful rural retreat. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental available *no EV charge available

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

⛰️This private modern haven is the place to be to take a break from our everyday busy lives and get away from it all. Enjoy a relaxing soak in the hot tub while indulging yourself with a glass of fine wine. The space is designed for family & friends to get together, have a good time, and enjoy each others company. Activities include hiking in the summer, skiing in the winter, barbeque and fresh air all year round!

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Victorian Farmhouse w/ Pool | 360 Mountain Views

Escape to a restored Victorian farmhouse in the Catskills. Just 2.5 hours from NYC, this peaceful retreat offers mountain views, a private pool, and thoughtfully designed interiors. Start your mornings with coffee in sun-filled rooms, spend afternoons by the pool or exploring nearby trails, and unwind by the fire at night. Fall Clove Farmhouse is designed for a warm, relaxing, and elevated stay.

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Guest favourite

Log Cabin in the Country

Outdoor space with unheated pool. All of all 3 upstairs bedrooms ( 1 queen bed, 1 with a bunk + 1 double bed, and 1 loft room with queen), 2 full baths one with washer and dryer, kitchen & living room spaces. You are the only reservation in the home. Lots of hiking and quiet space, yet close to the village (10 min.) and the city of Oneonta (30 min.) or Cooperstown (45-60min). Play or rest.

Cooperstown Baseball Rentals - Columbia House

Columbia House is located in Oneonta and is convenient to Cooperstown All Star Village and the Cooperstown Baseball World youth baseball tournaments. This two-story, 1,150 square foot home features central air-conditioning, a contemporary eat-in kitchen with dishwasher, and updated tiled and hardwood floors throughout. This home also has 2 sets of in-unit washers and dryers.