See all properties

Windham Vacation Rental

Top rated by guests

Communal lounge/ TV room, Living room, Seating area, Evening entertainment

Bedroom

Bedroom

Bathroom

bunk bed

8Excellent

(1 Rating)

"It's a cozy home accommodating 12 -15 people, comfortable stay for a day. It is 10-15 mins drive away from cafes & shop."

Verified guest

Don't miss out! Price and availability may change

8 / 10

Excellent(1 Rating)

House in Hudson Valley, NY

2 guests · 6 bedrooms · 4 baths

Reasons to book

Great for petsBring all your friends and family, even the furry ones

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Enhanced cleaningExtra health and hygiene measures to ensure your safety

About this house rental

Spacious Holiday Home in Windham

Amenities

Free WiFi/internet

Free Parking

Non-smoking

Pets allowed

Heating

Balcony/Terrace

WiFi/Internet

Shared living spaces

Laundry services

Fireplace

Outdoor Cooking

Family friendly

Fire alarm

Fire extinguisher

Cleaning products

Map of Hudson Valley, NY

city location on map

Nearby attractions

Minnewaska State Park Preserve

Walkway Over the Hudson State Historic Park

Home of Franklin D. Roosevelt National Historic Site

Vanderbilt Mansion National Historic Site

Ratings and reviews

8 / 10

Excellent(1 Rating)

100% verified reviews

8 / 10Excellent·Sep 2026

It's a cozy home accommodating 12 -15 people, comfortable stay for a day. It is 10-15 mins drive away from cafes & shop.

The home has 6 bedrooms with 3 bathrooms (instead of 4 as mentioned). The kitchen does not have dishwasher.

$$$$

FAQs

Does this property follow enhanced cleaning procedures?

Yes, this house has implemented enhanced cleaning procedures and processes to keep you healthy and safe.

Is parking included with this house?

Parking is not specified as an available amenity at Windham Vacation Rental. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Windham Vacation Rental pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Windham Vacation Rental?

We found 15 amenities for this rental. This includes free wifi/internet, free parking, non-smoking, pets allowed, and heating.

Explore similar stays in Hudson Valley

Explore all stays

3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · TV · Coffee/tea maker

When traveling to Hudson Valley, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $123 per night.

3 Mi to Windham Mountain: Pet-friendly Apt w/ Yard

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · TV · Kitchen

This Apartment for $169 in Hudson Valley, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard

4 guests · 2 bedrooms · 1 bath

When traveling to Hudson Valley, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $297 per night.

9.9 / 10

Outstanding(24 Ratings)

Cozy Windham/Hunter Getaway

7 guests · 2 bedrooms · 1 bath

Looking for a memorable stay in Hudson Valley? Our Apartment might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard

4 guests · 2 bedrooms · 1 bath

Experience the best of Hudson Valley with this Apartment available for $128. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

Beautiful 5 Bedroom House located in the heart of Windham Mountain.

14 guests · 5 bedrooms · 2 baths

Indulge in a peaceful retreat at Beautiful 5 Bedroom House located in the heart of Windham Mountain., our elegant House in Hudson Valley. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard

2 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Balcony/Terrace

Indulge in a peaceful retreat at 3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard, our elegant Apartment in Hudson Valley. Enjoy amenities including Free Parking, Pets allowed and Balcony/Terrace, and more.

10 / 10

Outstanding(2 Ratings)

Beautiful 5 Bedroom House located in the heart of Windham Mountain.

14 guests · 5 bedrooms · 2 baths

Looking to create some memories in Hudson Valley? Look no further than our House, Beautiful 5 Bedroom House located in the heart of Windham Mountain.. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

You can save with One Key

10 / 10

Outstanding(3 Ratings)

Relaxing Mountain Hideaway - Hot Tub & Outdoors

10 guests · 4 bedrooms · 2 baths

Soak up the beauty of Hudson Valley in our Chalet, Relaxing Mountain Hideaway - Hot Tub & Outdoors. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

9.7 / 10

Outstanding(7 Ratings)

Windham Chalet+Gorgeous View

8 guests · 5 bedrooms · 3 baths

Experience the best of Hudson Valley with this House available for $372. This property is equipped with amenities including No pets allowed and Non-smoking, and more.

10 / 10

Outstanding(3 Ratings)

Relaxing Mountain Hideaway - Hot Tub & Outdoors

10 guests · 4 bedrooms · 2 baths

The best choice in Hudson Valley for Chalet, for $363 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

5 Bedroom Mountain Oasis

11 guests · 5 bedrooms · 3 baths

Enjoy the best of Hudson Valley in our House, 5 Bedroom Mountain Oasis. A stunning property with amenities including Pets allowed and Non-smoking, and more.

3 Mi to Windham Mountain: Pet-friendly Apt w/ Yard

4 guests · 2 bedrooms · 1 bath

Free WiFi/internet · TV · Kitchen

Looking for the perfect place to call home during your trip to Hudson Valley? This Apartment offers a comfort and style with top-notch amenities, including Non-smoking, Fireplace and WiFi/Internet, and more.

Retro Retreat Charming Home with Hot Tub & Fire Pit

2 guests · 3 bedrooms · 2 baths

Free WiFi/internet · Hot tub/Jacuzzi · Garden

Looking for a memorable stay in Hudson Valley? Our House might just be what you're looking for. Enjoy amenities including Garden, WiFi/Internet and Hot tub/Jacuzzi, and more during your stay.

10 / 10

Outstanding(10 Ratings)

Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars

6 guests · 3 bedrooms · 2 baths

Indulge in a peaceful retreat at Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars, our elegant House in Hudson Valley. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(56 Ratings)

4 SEASON VACATION RENTAL

8 guests · 4 bedrooms · 2 baths

Experience vacation in Hudson Valley with our House, 4 SEASON VACATION RENTAL. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(10 Ratings)

Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars

6 guests · 3 bedrooms · 2 baths

This attractive House in Hudson Valley, $385 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(9 Ratings)

Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

8 guests · 4 bedrooms · 2 baths

Looking to create some memories in Hudson Valley? Look no further than our Chalet, Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

New to VacationRenter

Delightful 6-bedroom house in charming Hensonville perfect for families

12 guests · 6 bedrooms · 3 baths

This House in Hudson Valley, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9.8 / 10

Outstanding(9 Ratings)

Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 25/26 Ski Season!

8 guests · 4 bedrooms · 2 baths

When traveling to Hudson Valley, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $383 per night.

You can save with One Key

7.8 / 10

Good(8 Ratings)

Windham A-Frame • Hot Tub, Game Room & Lake Views

12 guests · 4 bedrooms · 3 baths

Soak up the beauty of Hudson Valley in our Cabin, Windham A-Frame • Hot Tub, Game Room & Lake Views. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

New to VacationRenter

Delightful 6-bedroom house in charming Hensonville perfect for families

12 guests · 6 bedrooms · 3 baths

This attractive House in Hudson Valley, $650 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

Mountain Modern Escape - EV Charger - 5BDRM

2 guests · 5 bedrooms · 3 baths

Free WiFi/internet · Air conditioning · Kitchen

Enjoy the best of Hudson Valley in our House, Mountain Modern Escape - EV Charger - 5BDRM. A stunning property with amenities including Free Parking, Pets allowed and Golf course (within 2 mi), and more.

Retro 70s Chalet | Hot Tub & 3 Miles to Windham

8 guests · 3 bedrooms · 2 baths

House in Hudson Valley, for $391 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(3 Ratings)

Exceptional warm&cozy TWNH with hot tub&fireplace and customize stays in Windham

9 guests · 2 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Hudson Valley has everything you need for a rejuvenating stay. Treat yourself to Exceptional warm&cozy TWNH with hot tub&fireplace and customize stays in Windham's exceptional amenities, such as Pets allowed and Non-smoking.

7.8 / 10

Good(8 Ratings)

Windham A-Frame • Hot Tub, Game Room & Lake Views

12 guests · 4 bedrooms · 3 baths

The best choice in Hudson Valley for Cabin, for $667 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

You can save with One Key

10 / 10

Outstanding(2 Ratings)

All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish

8 guests · 2 bedrooms · 2 baths

This Apartment in Hudson Valley, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

Perfect 4-bedroom luxury home in Windham with outdoor firepit and hot tub.

8 guests · 4 bedrooms · 2 baths

Indulge in a peaceful retreat at Perfect 4-bedroom luxury home in Windham with outdoor firepit and hot tub., our elegant House in Hudson Valley. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(2 Ratings)

All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish

8 guests · 2 bedrooms · 2 baths

Experience vacation in Hudson Valley with our Apartment, All-Season Condo - Ski Windham l Hunter l Pool l Hike l Fish. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(12 Ratings)

Your Windham Fall and Winter Escape Awaits!

6 guests · 2 bedrooms · 2 baths

Are you ready to indulge in a relaxing getaway? Our House in Hudson Valley has everything you need for a rejuvenating stay. Treat yourself to Your Windham Fall and Winter Escape Awaits!'s exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

Hudson Valley travel inspiration

The Best American Lake Town Awards 2026: Where Shoreline Meets Soul

America’s Best Hidden Beach Towns (2026 Awards)

Best Small Towns for Spring Getaways (2026)

The Ultimate Packing List For Your Vacation (2026)

Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)

35 Road Trip Necessities for the Perfect Journey

How to Pack a Suitcase: 12 Steps to Perfect Packing

Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring