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Elegant Home w/7BRs, Game Room, Luxury Yard, Pool

House in Chester, NY

16 guests·7 bedrooms·5.5 bathrooms

Why you'll love this stay

Outdoor Living

Outdoor Living

Resort-style private pool, porch lounge, and covered alfresco dining oasis.

Group & Family Friendly

Group & Family Friendly

Expansive layout, bunk rooms, and game room keep large groups happily entertained.

Value & Savings

Value & Savings

Guests save an average of 31% when booking this stay vs. Airbnb and Vrbo.

What guests are saying

Summarized with AI
Star icon

4.7

Rated 4.7 out of 5 from 120 reviews

This property is highly regarded for its spaciousness, cleanliness, and suitability for large groups. Guests consistently praise the beautiful house and amenities, particularly the pool and outdoor areas, which are ideal for gatherings. The host is noted for being responsive and accommodating, enhancing the overall experience. While a few guests mentioned minor kitchen supply shortages, the majority highlight the property as an excellent choice for family or friends' retreats.

See all 122 reviews.

Property details

Escape to this luxurious 7-bedroom retreat in the heart of Chester, NY! Designed for ultimate relaxation, the home boasts upscale outdoor spaces with a sparkling pool, porch lounge, and covered dining area. Inside, enjoy stylish furnishings, a chic home office, and elegant touches throughout. A game room with a pool table adds a fun element, making this the perfect mix of comfort and entertainment for an unforgettable getaway with family or friends. Impressive spacious 7-bedroom home with a large yard and outdoor living spaces in charming Chester, NY. Savor peace and quiet on this grassy property with plenty of room to play, and gathering spaces that will delight large groups. Find modern outdoor living, a glistening pool, and enticing indoor lounge rooms for 16. Amenities include: ● Spacious dining room ● Gas fireplace ● Powder room ● Dedicated lounge workspace ● Upgraded appliances ● Coffee & cocktail station ● Pool table ● Private pool (Summer time only) ● High-speed internet Struggling to find a large, modern home with plenty of yard space and entertainment for a large group to enjoy? Look no further. This upscale house in Chester, NY packs a punch, combining the elegance of a luxury property and the cozy convenience of a family home. Our large 7-bedroom, 5.5-bathroom home is ready to accommodate up to 16 guests for a memorable getaway, whether it be a multi-family vacation or large group reunion. Designed for privacy, comfort, and connection, guests can enjoy multiple lounge spaces and elevated outdoor features. Challenge each other to a game of pool in the game room, get your work done in the dedicated office, and soak up the sun by the beautiful azure pool. The fun to be had here is only limited by your imagination. Come stay and explore the possibilities! Primary bedroom #1: Savor a deep night’s sleep in this modern, bright primary suite, which comes with two full size beds. Enjoy the privacy and convenience of an ensuite bathroom, as well as a cozy fireplace and TV for streaming your favorite shows. Guest bedroom #2: This fun guest bedroom offers two twin bunk beds, perfect for a fun kids’ sleepover. Lounge on the beanbag chair and read an exciting book. Guest bedroom #3: This mature, modern guest bedroom can accommodate two guests, with two cozy twin size beds and a lounger for pleasant nights in. Guest bedroom #4: Get comfortable in the fourth guest bedroom, which features a trundle twin size bed for two guests. This bedroom also has direct access to guest bedroom #3. Guest bedroom #5: Feel at peace as you bask in the natural light and soothing tones of guest bedroom #5. This room boasts a comfy queen size bed. Savor a good book from the plush lounger in the sunny alcove. Guest bedroom #6: Welcome to guest bedroom #6, which comes with a twin size bunk bed and direct door access to guest bedroom #5. Guest bedroom #7: Our final guest bedroom is sure to please, with two cozy twin size beds and easy access to the hallway bathroom. Living Spaces: From the moment you enter this estate, you will feel in awe of the elegant touches in the entryway, from the stone facade to the grand stairway and chandelier. Venture further in to find a beautiful sunlit living room with a large L-sofa and lounge chairs around a gas fireplace. When you want a little indoor entertainment or quiet time, head down to the lounge room to enjoy a friendly pool game, or the impressive study room with its two desks and lounge chairs by the large bay window. You won’t be able to decide which is more inviting, the indoor or outdoor areas. But we like to think our elevated outdoor living space is the home’s crowned jewel. Relax from the porch lounge furniture, have a delicious meal from the covered outdoor dining table, and take a dip in the glamorous in-ground pool. This spacious, private yard is all yours, so play lawn games or just soak in the tranquility. Kitchen & Dining: Cook and eat in style with a state-of-the-art kitchen and multiple dining areas. Guests will be blown away by our newly upgraded appliances, like the 6-burner professional high-end gas stove and Nespresso machine, granite countertops, and beautiful breakfast bar for four. Enjoy a coffee or cocktail made at the dedicated bar station while you meal-prep. When it’s time to eat, gather around the 8-person dining table in the kitchen or 10-person dining table in the elegant dining room to feast on your favorite dishes. On a nice day, you can also savor your meal outside al fresco style. Our upscale home is located on Conklingtown Rd in the charming town of Chester, New York. This peaceful retreat offers an opportunity to escape the hustle and bustle of the city and immerse yourself in this area’s natural beauty. Chester is a gem in the scenic Hudson Valley region, known for its historic architecture, warm community, and pristine nature. Browse a collection of quaint shops and locally owned restaurants in the town center, like the Rusty Wheelhouse or Allan’s Falafel. Visitors can also catch a show at the Sugar Loaf Performing Arts Center, sip on a beer at the Long Lot Farm Brewery, or embark on a hiking adventure in Sterling Forest. The Hudson Valley itself is an idyllic destination for outdoor activities, hikes, winery tours, and cultural attractions, so come stay a while to explore this New York paradise. Our guests arrive at the home in their personal or rented vehicles. The closest major airport to our home on Conklingtown Rd in Chester, NY is the Stewart International Airport, which is roughly 17 miles away. The drive from the airport to our home takes about 30 minutes. • There is ample car parking available in the driveway for guests. The driveway can also accommodate a long trailer. • Note: the pool is only available in the summer months. • Please note that the pool heater is set at a comfortable 80 degrees Fahrenheit. If you desire a hotter temperature, an additional fee of $150 per day will be required. Kindly inform us in advance if you wish to adjust the temperature, and we'll be happy to accommodate your request. • Pool is closed starting September 15, 2025 and will be back in the Summer

Sleeping arrangements

Bedroom 1

2 Double Beds

Bedroom 2

2 Bunk Beds

Bedroom 3

2 Single Beds

Bedroom 4

2 Single Beds

Bedroom 5

1 Queen Bed

Bedroom 6

1 Bunk Bed

Bedroom 7

2 Single Beds

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Pool

    Pool

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

Guest reviews

Star icon 4.7 | 122 reviews
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Luz

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June 2026

Excellent place to get out of the city and relax. 100% recommended.

C

Colleen

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May 2026

Great Stay! Accommodated 14 of us without any problems. Loved having all the bedrooms and bathrooms! Great house for West Point events, easy 30 min away. The pool and grounds are beautiful! Would totally stay here again. Handy extra freezers in the garage. Grad week went by fast, but was so nice to return to a beautiful house to rest and relax with our large party. Beds were comfortable, I slept like a baby. Plenty of room to spread out. We thoroughly enjoyed stay!! Thank you Ricky!!

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Obli Prabu

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February 2026

Beautiful house in a great town and neighborhood. Felt at home . Many bedrooms and enough space for a large group . Very clean place. Host was very responsive . And many good and restaurant choices near by. Would recommend this place ! Until next time …

J

Justin

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August 2025

Great house for a big family. Great that they allow pets and a beautiful pool and fire pit that the whole family enjoyed. The location was easy to find - right off the highway but felt secluded and private. Kids loved the game room as well. Would highly recommend for a laid back family retreat. Awesome hosts!

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 10:00am

Pets allowed

Min. age to rent: 18

No smoking

No parties

Have a question about this property?

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