Lexington holiday homes

We found 1,890 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Lexington that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Lexington

Showing deals for:18 Dec - 25 Dec

Sunroom
Hot tub
Tannersville Farmhouse in the summer!
Fully finished attic: full size bed
Exceptional
(90 reviews)

Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

Tannersville

11% off
NZ$21,523
for 7 nights, 1 home
NZ$3,075 per night
includes taxes & fees
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!
Outdoor dining
Exterior
Living area
Private kitchen
Exceptional
(7 reviews)

Modern Mountain View Chalet in Windham

Windham

8% off
NZ$10,149
for 7 nights, 1 chalet
NZ$1,450 per night
includes taxes & fees
Modern Mountain View Chalet in Windham
Exterior
Counter island- wraps around range with seating for 10
Property grounds
Overview of house from hill behind pool.
Exceptional
(172 reviews)

Streamside - Hunter Mtn Ski Windham Luxury Home

Prattsville

8% off
NZ$15,228
for 7 nights, 1 home
NZ$2,175 per night
includes taxes & fees
Streamside - Hunter Mtn Ski Windham Luxury Home
Property grounds
Rear Deck, Hot Tub and Screened Porch
A beautiful spot for our comfortable cabin
Our Sunny Living Room with Wood Stove
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
NZ$5,422
for 7 nights, 1 cabin
NZ$775 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Indoor pool with awesome views
Private kitchen
Award winning design, European alpine with symmetric glass walls front and back
Spectacular alpine modern design
Exceptional
(10 reviews)

*The View* ski in/out modern luxury at Windham Mountain Resort

Windham

9% off
NZ$47,479
for 7 nights, 1 home
NZ$6,783 per night
includes taxes & fees
*The View* ski in/out modern luxury at Windham Mountain Resort
Terrace/patio
Interior
Living area
Room
Exceptional
(20 reviews)

Woodside Cabin #2 on Lake Heloise

Windham

17% off
NZ$2,666
for 7 nights, 1 cabin
NZ$381 per night
includes taxes & fees
Woodside Cabin #2 on Lake Heloise
Outdoor dining
Exterior
Outdoor dining
Exterior
Exceptional
(129 reviews)

Home onHill/Mountain Views/Secluded/FAST Internet/AC/Near Roxbury Wedding Venues

New Kingston

8% off
NZ$2,883
for 7 nights, 1 home
NZ$412 per night
includes taxes & fees
Home onHill/Mountain Views/Secluded/FAST Internet/AC/Near Roxbury Wedding Venues
Interior
Property grounds
Living area
Terrace/patio
Exceptional
(29 reviews)

Secluded Catskills cabin on a private road.

Greenville

8% off
NZ$2,642
for 7 nights, 1 cabin
NZ$377 per night
includes taxes & fees
Secluded Catskills cabin on a private road.
Dining
Winter view from patio. Ski Windham
Exterior
Master king size bed
Exceptional
(11 reviews)

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

Windham

11% off
NZ$16,894
for 7 nights, 1 home
NZ$2,413 per night
includes taxes & fees
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Highlighting the firepit area adjacent to the chalet.
Open concept living room/eat in kitchen, ideal for inspired socializing
Interior
Private kitchen
Exceptional
(29 reviews)

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Grand Gorge

10% off
NZ$5,104
for 7 nights, 1 chalet
NZ$729 per night
includes taxes & fees
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Interior
The hot tub leads to the deck, and is great to use year round
The stocked kitchen comes with a Keurig, a Mr. Coffee, and kettle
Interior
Exceptional
(114 reviews)

Mountain View Chalet Near Skiing

Hensonville

12% off
NZ$9,424
for 7 nights, 1 home
NZ$1,346 per night
includes taxes & fees
Mountain View Chalet Near Skiing
Exterior
Terrace/patio
Interior
Great room
Exceptional
(119 reviews)

SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER

Jewett

8% off
NZ$8,530
for 7 nights, 1 home
NZ$1,219 per night
includes taxes & fees
SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
Interior
Interior
Private kitchen
Dining
Exceptional
(6 reviews)

OMG Modern Country House wrap around deck beautiful sunrise walk to zoom flume.

East Durham

8% off
NZ$6,048
for 7 nights, 1 home
NZ$864 per night
includes taxes & fees
OMG Modern Country House wrap around deck beautiful sunrise walk to zoom flume.
 Front view of the property with cement walkways for easy access with luggage
Outside outside view of professionally built treehouse
Another view of great room with wood burning fireplace.
Great room with cable television
Exceptional
(6 reviews)

Catskill Hidden Getaway with amazing great room, views, and room for everyone!

Stamford

8% off
NZ$4,193
for 7 nights, 1 home
NZ$599 per night
includes taxes & fees
Catskill Hidden Getaway with amazing great room, views, and room for everyone!
Exterior detail
Private kitchen
Property grounds
Room
Exceptional
(22 reviews)

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Roxbury

8% off
NZ$2,316
for 7 nights, 1 cabin
NZ$331 per night
includes taxes & fees
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Private kitchen
Exterior
Interior
Living area
Exceptional
(33 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
NZ$2,732
for 7 nights, 1 chalet
NZ$390 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Dining
Another property we have down the street; 4bedrm;3bath with large loft&game room
Exterior
Spacious living room; open to dining area
Exceptional
(80 reviews)

Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend

Hunter

8% off
NZ$6,365
for 7 nights, 1 home
NZ$909 per night
includes taxes & fees
Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend
Loft area with a study
Zoom Flume water park is 20 minutes from the house.
House in summer
outdoor seating by the deck/patio
Exceptional
(12 reviews)

Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna

Windham

13% off
NZ$10,568
for 7 nights, 1 home
NZ$1,510 per night
includes taxes & fees
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Outdoor dining
Exterior
Living area
Pool
Exceptional
(49 reviews)

Secluded family retreat within minutes of Woodstock village

Saugerties

8% off
NZ$5,741
for 7 nights, 1 home
NZ$820 per night
includes taxes & fees
Secluded family retreat within minutes of Woodstock village
130 year old stone fireplace in green living room
Your primary entrance will lead you directly in the homes cool kitchen!
 Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Exterior
Exceptional
(88 reviews)

Featured on MTV ! You Have To See It To Believe It ! Unlike any other !

Haines Falls

8% off
NZ$12,114
for 7 nights, 1 home
NZ$1,731 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
Living area
Room
Living area
Private kitchen
Exceptional
(7 reviews)

Cozy and bright 2-bedroom cabin in charming Elka Park

Tannersville

8% off
NZ$3,462
for 7 nights, 1 cabin
NZ$495 per night
includes taxes & fees
Cozy and bright 2-bedroom cabin in charming Elka Park
Interior
Terrace/patio
Exterior
Room
Exceptional
(85 reviews)

Private Contemporary Cottage with heated pool, hot tub and wide mountain views.

Roxbury

7% off
NZ$8,335
for 7 nights, 1 home
NZ$1,191 per night
includes taxes & fees
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
new, beautiful, fully equipped, large, custom kitchen-plenty of counter space.
Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit
bluestone, more shaded patio with shade garden
The fall foliage is gorgeous right in "your own" backyard!!
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
NZ$3,540
for 7 nights, 1 home
NZ$506 per night
includes taxes & fees
Sanctuary by the Stream
Dining leads from kitchen, open view of living room
Private kitchen
Great room featuring a wonderful wall of windows
Kitchen with everything you'll need
Exceptional
(52 reviews)

Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock

12% off
NZ$7,465
for 7 nights, 1 home
NZ$1,066 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Lexington getaway

Learn about the unique charm of Lexington with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Lexington

Are you searching for attractions to visit in the area? Venture out of your cosy holiday rental and experience everything that Lexington has to offer. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Windham Mountain Resort (6.6 mi / 10.6 km)
  • Hunter Mountain (7.7 mi / 12.4 km)
  • Belleayre Mountain Ski Center (9.8 mi / 15.8 km)
  • Zoom Flume (14.8 mi / 23.8 km)
  • Plattekill Mountain (15.2 mi / 24.5 km)
  • Indian Head Mountain (15.3 mi / 24.7 km)

Exploring the natural features in Lexington

Whether you're an active traveller or just want to take in the scenery, Lexington is a great place to get outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Belleayre Beach (9.6 mi / 15.5 km)
  • East Branch Delaware River (15.8 mi / 25.4 km)
  • Kaaterskill Falls (15.8 mi / 25.5 km)
  • Slide Mountain (16.7 mi / 26.9 km)
  • Overlook Mountain Trailhead (17.1 mi / 27.5 km)
  • Esopus Creek (27.4 mi / 44.1 km)

Frequently asked questions

What is the best area to stay in Lexington when booking a holiday rental?
When considering the best area to stay in Lexington, New York, for a holiday rental, the region around the Catskill Mountains is particularly appealing. This area offers a variety of properties, from charming cabins to spacious lodges, making it suitable for different group sizes and preferences.One top neighbourhood is the vicinity of Prattsville, which provides easy access to outdoor activities such as hiking and skiing, depending on the season. The stunning scenery is complemented by attractions like the nearby Kaaterskill Falls, a majestic waterfall that draws visitors for its natural beauty. Another highlight in the area is the Catskill Mountain Railroad, which offers scenic train rides that showcase the breathtaking landscape.Additionally, the village of Windham is also a fantastic option, known for its vibrant setting and proximity to the Windham Mountain Resort, which is great for skiing in winter and mountain biking in the warmer months. Here, you'll find a range of properties that cater to both adventurous spirits and those looking to unwind in a picturesque setting.
Where are the best Lexington ski resort rentals?
For those seeking ski resort rentals near Lexington, New York, the closest major ski area is Windham Mountain, located approximately 20 minutes away. In the vicinity of Windham, travellers can find a variety of rental options in the towns of Windham and Hunter, both offering convenient access to the slopes. Many properties in this area include comfortable cabins and chalets, often featuring amenities such as fully equipped kitchens, wood-burning stoves or fireplaces, and spacious living areas superb for relaxing after a day on the mountain.In Windham, visitors will discover a charming village atmosphere with local shops, restaurants, and cafes, enhancing the overall experience. Rentals here often come with outdoor spaces, such as decks or patios, allowing guests to take in the beautiful mountain views. Some properties may also include hot tubs, which are ideal for unwinding amidst the scenic surroundings.Additionally, the nearby Hunter Mountain area offers further options for accommodation, with a mix of large lodges and smaller cottages that cater to families and groups. These rentals typically provide essential amenities like Wi-Fi and heating, ensuring a comfortable stay during the colder months. The region is also known for its hiking trails and natural beauty, making it a great destination for both winter sports enthusiasts and summer adventurers alike.
What is the most popular type of holiday rental accomodation in Lexington?
In Lexington, holiday houses and cabins are the most common types of holiday rentals, with several options available throughout the area. These properties typically provide spacious rooms, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many cabins are located in serene, wooded settings, offering outdoor spaces for relaxation and enjoying nature.
Are there any family house rentals in Lexington?
In Lexington, New York, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This picturesque area boasts homes situated in scenic locations, often featuring spacious living areas great for family gatherings. Many properties come equipped with full kitchens, allowing families to prepare meals together, while outdoor spaces may include patios or gardens, ideal for kids to play.Visitors can enjoy proximity to outdoor activities, including hiking trails in the nearby Catskill Mountains, where families can explore nature and enjoy stunning views. The town itself offers a charming atmosphere with local shops and eateries, adding to the appeal for those seeking a relaxing getaway.
Are there pet-friendly house rentals in Lexington?
In Lexington, New York, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties are situated in scenic locations, offering beautiful views of the surrounding Catskill Mountains. Amenities typically include spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air. Some rentals may also feature fenced yards, ensuring a safe area for pets to roam.The area is known for its outdoor recreational opportunities, including hiking trails and nearby natural attractions, making it an excellent choice for pet owners who wish to explore the great outdoors with their furry companions.
Are there any remote work holiday rentals in Lexington?
In Lexington, New York, there are several remote work holiday rentals available, with around 12 options to choose from. This picturesque town, located in the Catskill Mountains, offers a serene environment superb for focusing on work while enjoying the beauty of nature. Many of these properties come equipped with essential amenities for remote work, such as reliable Wi-Fi, ensuring you stay connected.Travellers can expect accommodations that include comfortable workspaces, high-speed internet access, and inviting living areas suitable for relaxation after a day of productivity. The scenic surroundings provide opportunities for outdoor activities, such as hiking or exploring nearby waterfalls, creating a balanced experience between work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Lexington?
In Lexington, popular holiday rental amenities include outdoor spaces such as decks or patios, providing a great spot to enjoy the natural surroundings. Many rentals also feature well-equipped kitchens, allowing guests to prepare their own meals during their stay. For pet owners, several properties permit pets, making it easier to travel with furry companions. Additionally, many rentals come with fireplaces, creating a warm and inviting atmosphere, especially during cooler months. Onsite parking is also commonly available, offering convenience for those travelling by car.
When is the best time to visit Lexington for a holiday rental?
The peak season in Lexington runs from May to July, with July being the most popular month for visitors looking to enjoy the stunning natural beauty of the Catskills. This time of year is superb for outdoor enthusiasts who can take advantage of hiking, fishing, and exploring the picturesque landscapes. The warm temperatures, typically ranging from 15 to 30 degrees Celsius, create a friendly space for sightseeing and engaging in various activities.During this vibrant season, Lexington boasts a lively community with numerous events and festivals, allowing travellers to immerse themselves in local culture and make the most of their holiday rental experience. The charming small-town vibe, coupled with the natural splendour of the area, makes it an appealing destination for travellers.For those seeking more affordable options, consider planning your visit in December. While this month is generally quieter, it offers a unique charm with winter scenery and opportunities for cosy indoor activities. The festive spirit in December can be quite enchanting, providing a different yet delightful experience compared to the busier summer months.Ultimately, the best time to visit Lexington for a holiday rental depends on your preferences for lively summer adventures or a peaceful winter retreat.
What are the top attractions in Lexington?
In Lexington, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The Catskill Mountains provide stunning scenery, with opportunities for hiking and exploring numerous trails. The nearby Kaaterskill Falls is a popular destination, where guests can witness one of New York's tallest waterfalls, surrounded by picturesque landscapes.The area is also known for its quaint small-town charm, with local shops and eateries offering a taste of regional cuisine. For those interested in outdoor sports, the region is ideal for skiing in the winter, with several ski resorts located within a short drive.
Are all fees included in the Lexington holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lexington holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Lexington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lexington holiday homes?
You can find great discounts on holiday homes in Lexington on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lexington holiday home booking on Bookabach?
To find Lexington holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Lexington?
A long-stay holiday home in Lexington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lexington holiday home?
Book your Lexington holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lexington?
Prices for holiday homes in Lexington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Lexington to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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