Holiday Rentals in Lexington

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Holiday Rentals in Lexington

Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (196)
"The hostess reached out well before our stay with check in details and other local information. We stayed in early May. The main house and cottage are located down a long drive. The cottage sits a little off to the side with the bedroom/office facing the river. The layout of the cottage is very efficient. We especially enjoyed the front mudroom and staging area perfect for storing muddy hiking boots and backpacks. Our week long state was magical. Coffee in the Adirondack chairs next to the river...
The price is €304
includes taxes & fees
20 May - 21 May
Streamside Cottage Walking Distance to Town of Woodstock
View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (152)
"this was one of the most comfortable, easy to navigate vacation homes we have ever had. we used the grill, kitchen had everything you need, the deep sinks made washing dishes easy, (there was a dishwasher. but we didn't use it), windows allowed a 180 degree view of the back yard and forest beyond, where we saw a family of deer. Everyone slept like babies on mattresses that were heavenly! Or was super available and responsive to questions. A hannaford super market is 2.3 miles away. Bread Alone...
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Terrace/patio
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
10.0 out of 10, Exceptional, (7)
"House and location were great, would definitely come back."
Best Mountain Views Triple level Deck /w Hot tub Brand New Home Sleeps 30!
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Exterior
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, (37)
"A perfect location and the cottage was set up with great attention to detail. Everything was very clean and comfortable. The property is beautiful too. John and Mollie are very responsive hosts and provided us with anything we needed. Could not ask for more. Highly recommend!"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Property grounds
Updated Cabin on the Esopus
10.0 out of 10, Exceptional, (17)
"The cabin was excellent, very clean, and they gave us everything we needed"
Updated Cabin on the Esopus
Exterior
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (27)
"This is our third stay in this property, and each time we had a fabulous time."
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
1 bedroom, free WiFi, bed sheets
Romantic Luxury Chalet With Private Pool
10.0 out of 10, Exceptional, (259)
"Richard was very kind and thoughtful. The stay was very comfortable and Richard provided many ideas for things to in the vicinity. We will definitely consider staying here again if we're back in the area."
Romantic Luxury Chalet With Private Pool
Property grounds
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
10.0 out of 10, Exceptional, (131)
"We had a great time at Greg’s property. The house is huge and easily accommodated the 25 guests we had. It is very conveniently located for those that like to take advantage of skiing between Hunter and Windham mountains. Greg was extremely responsive and very easy to work with anytime we had questions arise. I would definitely recommend to others and will most certainly keep this place in mind for future trips! Thanks again!"
The price is €1,643
includes taxes & fees
23 May - 24 May
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
1 bedroom, iron/ironing board, free WiFi, bed sheets
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
10.0 out of 10, Exceptional, (10)
"This property was perfect for a quick weekend getaway with my partner. The place was clean and inviting. There were a few snacks along with coffee and tea provided by the hosts. The bathroom was well stocked. The town itself is adorable with some good restaurants within close driving/walking distance and lots of outdoor activities. I definitely recommend staying here!"
Romantic sky loft with steam shower/giant tub. Minutes to the slopes.
Fridge, microwave, oven, stovetop
Your peaceful, private retreat to get away with friends & family!
10.0 out of 10, Exceptional, (22)
"The place and host were amazing. The property was well kept and well appointed for our stay. It is nicely secluded, and the hot tub was perfect for relaxing."
Your peaceful, private retreat to get away with friends & family!
Fridge, microwave, oven, stovetop
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
10.0 out of 10, Exceptional, (29)
"Wonderful very large home in the mountains. Quiet and peaceful. Enjoyed our Thanksgiving holiday here with plenty of room for cooking and lounging. Able to bring our dog too which was an added plus. Small village nearby with cute shops for Saturday shopping and grocery store within 5 miles. House has everything you need."
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
Terrace/patio
Moonlight Reflections
10.0 out of 10, Exceptional, (85)
"Stayed here for a family of 6 ski trip to Belleayre. It was very clean and well stocked, with comfortable furnishings . Enjoyed the gas firepit on the deck, which has lots of comfortable seating around it. This is a perfect all-season house. I highly recommend it. Will definitely return!"
Moonlight Reflections
Property grounds
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (208)
"House came with great amenities and host was very communicative and flexible"
The price is €670
includes taxes & fees
20 May - 21 May
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Exterior
Classic Catskills Estate, Amazing Location!
10.0 out of 10, Exceptional, (87)
"Beautiful location and view, extremely quiet. Room enough for everyone (we had 9 adults and 3 kids). We hosted an Easter dinner for 15, the kitchen and dining room had room to spare. We had beautiful spring weather so most time was spent on the huge porch or around the fire pit."
Classic Catskills Estate, Amazing Location!
Fridge, microwave, stovetop, dishwasher
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
10.0 out of 10, Exceptional, (48)
"Loved the house and it was perfect for our old friends hiking weekend"
Tannersville Retreat w/ Pool, 6 Mi to Hunter Mtn!
The Cabin at Chichester in the Catskills Mountains
9.8 out of 10, Exceptional, (165)
"Very clean, good area"
The Cabin at Chichester in the Catskills Mountains
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
Exterior
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (188)
"It was a great family time. Play and rest"
Beautiful House 0,5 Mile From Hunter Mountain
Property grounds
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
9.8 out of 10, Exceptional, (80)
"Natalya was a great host! Property was very nice and great location to Hunter!"
The price is €756
includes taxes & fees
19 May - 20 May
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
2 bedrooms, free WiFi, bed sheets
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
9.8 out of 10, Exceptional, (19)
"Great little cabin, very clean, and the host was extremely responsive and helpful. Very close to a bunch of nice restaurants and a nice little town. Amazing hiking trails all around. Definitely recommended for a getaway from the city."
The price is €368
includes taxes & fees
19 May - 20 May
Luxury Tiny Home Ski Cabin with Barrel Sauna Room!
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See all available properties in Lexington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Lexington you may be interested in

Superior Room, Fireplace, River View
Woodstock Way Hotel
4.0 star property
9.6 out of 10, Exceptional, (88)
"An absolute pleasure. I wouldn’t stay over in Woodstock at any other lodging after finding this gem. "
The price is €314
includes taxes & fees
20 May - 21 May
Woodstock Way Hotel
Lobby sitting area
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (361)
"Perfect mountain lodge with beautiful views - staff was very accommodating. We look forward to going back! "
The price is €111
includes taxes & fees
27 May - 28 May
Hunter Lodge, a Bluebird by Lark
Chalet, 1 Bedroom, Hot Tub, Mountain View | Private kitchen
Urban Cowboy Lodge
5.0 star property
9.4 out of 10, Exceptional, (67)
"Property was absolutely gorgeous quiet, staff was accommodating. Our room was perfect with the Mountain View and tub. The restaurant had a very small menu and food was not that great. We had to order 2 appetizers and 5 dinners just get to full. Overall satisfied. "
The price is €192
includes taxes & fees
5 Jun - 6 Jun
Urban Cowboy Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Lexington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lexington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lexington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lexington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lexington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lexington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lexington holiday rentals we have selected for you start as low as €129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lexington rentals

At Expedia, we put the best Lexington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lexington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lexington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lexington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Lexington?

Yes, there are holiday rentals close to the most popular sights in Lexington, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Lexington has to offer?

Beautiful House 0,5 Mile From Hunter Mountain: This holiday home rental outside Lexington is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Lexington?

With 5 Expedia holiday rentals, you're guaranteed to find just the right place for your Lexington stay.

What’s there to see and do in Lexington?

Explore the area and family-friendly sights such as Zoom Flume, or get out into nature at a spot like Catskill Mountains. Windham Mountain Resort and Hunter Mountain are a couple of places you'll find in the wider area.

What’s a holiday rental in Lexington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lexington. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a small group gathering.

Recent reviews of Lexington properties
Expedia verified reviews

Streamside Cottage Walking Distance to Town of Woodstock

Streamside Cottage Walking Distance to Town of Woodstock

5/5 Excellent
Serene Cottage and Excellent Homebase for Adventures
"The hostess reached out well before our stay with check in details and other local information. We stayed in early May. The main house and cottage are located down a long drive. The cottage sits a little off to the side with the bedroom/office facing the river. The layout of the cottage is very efficient. We especially enjoyed the front mudroom and staging area perfect for storing muddy hiking boots and backpacks. Our week long state was magical. Coffee in the Adirondack chairs next to the river and then day tripping to grand adventures to hike near the Hudson River Valley, or in the Catskills. Woodstock is just a two minute drive. Good shopping, dining, and there is a main grocery store. We highly recommend this location and this cottage!!! A bonus for us was the additional "host" doodle 😃 as we were missing our own pets. A little ball catch-n-retrieve warms the spirit . Thanks Jane!!"
A verified traveller stayed at Streamside Cottage Walking Distance to Town of Woodstock
Posted 2 days ago
Streamside Cottage Walking Distance to Town of Woodstock