Discover Your Perfect Lexington Vacation Homes

Best Vacation Homes in Lexington

Cabin
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
3 Bedrooms 1 Bath 8 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $212/Night 7 Nights - US $1,481
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1248.61 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $275/Night 7 Nights - US $1,925
Hotel
Map-icon
like-icon9.2
Exceptional
(67 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $162/Night 7 Nights - US $1,134
Cabin
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $154/Night 7 Nights - US $1,076
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests 1151.74 ft²
  • Spa
    Spa
  • Pet Friendly
    Pet Friendly
More amenities
US $322/Night 7 Nights - US $2,254
Cottage
Map-icon
like-icon4.0
Average
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $203/Night 7 Nights - US $1,418
House
Map-icon
2 Bedrooms 2 Baths 5 Guests 1050 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $440/Night 7 Nights - US $3,077
House
Map-icon
like-icon10.0
Exceptional
(68 Reviews)
3 Bedrooms 3 Baths 6 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $290/Night 7 Nights - US $2,029

Lexington Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 3 Baths 15 Guests 4500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,338/Night 7 Nights - US $9,366
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
8 Bedrooms 5 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,314/Night 7 Nights - US $9,196
Ski Chalet
Map-icon
like-icon9.4
Exceptional
(15 Reviews)
5 Bedrooms 3 Baths 18 Guests 3200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,259/Night 7 Nights - US $8,810
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
5 Bedrooms 3 Baths 15 Guests 4500 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,108/Night 7 Nights - US $7,758
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 3 Baths 10 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $1,096/Night 7 Nights - US $7,673
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 4 Baths 12 Guests 3900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,049/Night 7 Nights - US $7,346
Ski Chalet
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
4 Bedrooms 2 Baths 9 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $753/Night 7 Nights - US $5,273
Ski Chalet
Map-icon
3 Bedrooms 3 Baths 10 Guests 2604.87 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
US $671/Night 7 Nights - US $4,695

Lexington Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $363/Night 7 Nights - US $2,543
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1280.91 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
US $307/Night 7 Nights - US $2,149
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 3 Baths 10 Guests 2646 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $625/Night 7 Nights - US $4,375
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 3 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Pet Friendly
    Pet Friendly
More amenities
US $540/Night 7 Nights - US $3,780
House
Map-icon
like-icon9.8
Exceptional
(113 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $302/Night 7 Nights - US $2,117
House
Map-icon
like-icon9.8
Exceptional
(88 Reviews)
3 Bedrooms 1 Bath 8 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $536/Night 7 Nights - US $3,750
Cabin
Map-icon
like-icon9.8
Exceptional
(60 Reviews)
4 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $344/Night 7 Nights - US $2,406
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
5 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $545/Night 7 Nights - US $3,816

Lexington Large Vacation Homes

Cabin
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $625/Night 7 Nights - US $4,372
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
5 Bedrooms 3 Baths 9 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
US $572/Night 7 Nights - US $4,002
House
Map-icon
like-icon9.4
Exceptional
(99 Reviews)
10 Bedrooms 4 Baths 15 Guests 5000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $577/Night 7 Nights - US $4,039
House
Map-icon
like-icon9.2
Exceptional
(15 Reviews)
6 Bedrooms 2 Baths 12 Guests 1900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $369/Night 7 Nights - US $2,583
House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $601/Night 7 Nights - US $4,205
Cabin
Map-icon
4 Bedrooms 3 Baths 12 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $503/Night 7 Nights - US $3,523
Cabin
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $460/Night 7 Nights - US $3,217
House
Map-icon
5 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $391/Night 7 Nights - US $2,735

Discover & compare premier experiences around Lexington

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Lexington Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Lexington

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this destination, allowing you to enjoy its unique charm and natural beauty at its best during your stay here.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather, making it ideal for outdoor activities and exploring the scenic region. The area is lively with visitors seeking a relaxing getaway amidst lush landscapes.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

In the fall, the vibrant foliage draws many travelers to enjoy the colorful scenery and pleasant weather. This season offers a peaceful atmosphere perfect for appreciating the natural beauty of the region.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

Cold winter months see fewer visitors, providing a quiet retreat with opportunities to enjoy cozy accommodations and serene surroundings. It’s an excellent time for those seeking tranquility away from the crowds.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Early spring offers mild weather as the area transitions from winter to warmer temperatures. Visitors who favor fewer crowds find this period perfect for exploring at a relaxed pace and witnessing early blooming flora.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Lexington

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a spacious outdoor patio or deck perfect for relaxing and entertaining amidst scenic views of the region.
  • Take advantage of shared or private gardens where you can unwind surrounded by local flora.
  • Make the most of outdoor dining areas to savor meals al fresco in the fresh mountain air.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Benefit from access to walking trails or nature paths that wind through the area’s picturesque landscape.
  • Relax by a private or community swimming pool, ideal for enjoying warm summer days.
  • Access to outdoor recreational equipment such as kayaks, paddleboards, or bikes to explore the surrounding natural beauty.
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Family Activities

  • Exploring the Yonkers Raceway & Empire City Casino: Enjoy a fun-filled day with family-friendly entertainment and gaming options in this lively area.
  • Visiting the Legoland Discovery Center Westchester: Engage your kids with interactive LEGO exhibits, rides, and creative workshops designed for family enjoyment.
  • Hiking at the Blue Mountain Reservation: Discover scenic trails perfect for family walks and outdoor adventures amidst natural beauty.
  • Discovering the Hudson River Museum: Immerse your family in local culture and art through engaging exhibits and stunning river views accessible nearby.
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Adult Activities

  • Wine Tasting Tours: Explore renowned local wineries where you can indulge in tastings and learn about the region’s rich viticulture tradition.
  • Nature Hikes and Trails: Discover scenic hiking paths that wind through the area’s lush landscapes, offering a peaceful retreat into nature.
  • Historic Sightseeing: Visit historic landmarks and sites that highlight the region’s cultural heritage and storytelling of its past.
  • Farmers’ Markets: Enjoy browsing vibrant farmers’ markets featuring fresh, locally sourced produce and artisanal products unique to this destination.

Lexington Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Activities: Take advantage of the area's natural beauty by exploring local parks and outdoor trails to fully enjoy the scenic landscape surrounding your vacation rental.
  • Discover Local Flavors: Sample the region's cuisine at nearby eateries or farmers' markets to immerse yourself in the local culture during your stay.
  • Visit Seasonal Events: Check the event calendar for festivals or community gatherings happening during your visit, offering authentic experiences close to your accommodation.
  • Travel Off-Peak: Opt for visiting during less busy times to enjoy a more relaxed atmosphere and better availability in this destination's rental options.

Transportation Options

  • Lexington Transit Services: Local bus routes within the area offer convenient transportation options for exploring nearby attractions and amenities.
  • Regional Airports: The closest major airports provide easy access for travelers arriving from different parts of the country or internationally.
  • Rental Cars: Numerous car rental agencies in the vicinity give you the flexibility to explore the region at your own pace.
  • Taxi and Rideshare Services: Reliable taxi companies and rideshare apps ensure quick, comfortable transportation throughout here and beyond.

Local Customs Options

  • Local Farming Traditions: Embrace the area's rich agricultural history by participating in seasonal farmers' markets and understanding the region's farming customs.
  • Respect the community’s dedication to maintaining historic buildings and landmarks that showcase its cultural heritage.
  • Community Celebrations: Join local festivals and events that highlight the area's unique customs and foster a sense of togetherness among residents.
  • Regional Culinary Etiquette: Discover traditional dining manners and regional specialties that reflect the culinary heritage shared here.

Lexington Vacation Rental Frequently Asked Questions

2. Which vacation homes in Lexington are best for families?

If you are looking for a family-friendly vacation home in Lexington, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Lexington:

3. How many Rentbyowner vacation rentals are available in Lexington?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 64 in the Lexington area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Lexington. 

4. What is the cancellation policy for vacation rentals in Lexington, New York?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined on the property’s page before booking. Some rentals offer flexible options, while others might have stricter policies. Contact the property owner directly if you need clarification.

5. How do I confirm my reservation at a vacation rental in the area?

Once you complete your booking through the platform, you'll receive a confirmation email with all necessary details. For additional questions or special requests, reach out to the property owner or manager directly via the contact information provided.

6. Are there any specific check-in or check-out times for vacation rentals here?

Check-in and check-out times are set by each property owner and are listed on the rental's details page. Be sure to review these times when making your reservation and communicate with the host if you need flexibility.

7. What amenities should I expect when staying at a vacation rental in this destination?

Amenities vary between properties but typically include essentials such as Wi-Fi, kitchen facilities, and parking. To ensure the rental meets your needs, carefully read the listing details and reach out to the owner for any specific requirements.

8. How can I find the best vacation rental options in the region for my stay?

Use the platform’s search filters to narrow down listings based on size, amenities, and price range. Reading guest reviews and viewing multiple listings can also help you identify the most suitable and reliable options for your visit.

Lexington Top Rated Vacation Rentals

House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $800/Night 7 Nights - US $5,600