Discover Your Perfect Orleans County Vacation Homes

Best Vacation Homes in Orleans County

Condo
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like-icon10.0
Exceptional
(237 Reviews)
2 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£142/Night 7 Nights - £993
Apartment
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like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 1194.79 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£167/Night 7 Nights - £1,167
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Cabin
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£261/Night 7 Nights - £1,830
Condo
Map-icon
like-icon10.0
Exceptional
(211 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£147/Night 7 Nights - £1,032
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Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 1356.25 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£207/Night 7 Nights - £1,451
Condo
Map-icon
like-icon10.0
Exceptional
(188 Reviews)
2 Bedrooms 2 Baths 6 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£144/Night 7 Nights - £1,004
House
Map-icon
like-icon10.0
Exceptional
(122 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£361/Night 7 Nights - £2,525
Condo
Map-icon
like-icon10.0
Exceptional
(95 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£209/Night 7 Nights - £1,460

Orleans County Luxury Rentals

House
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Exceptional
(24 Reviews)
5 Bedrooms 4 Baths 10 Guests 2997 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,323/Night 7 Nights - £9,261
Condo
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
4 Bedrooms 4 Baths 13 Guests
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£1,095/Night 7 Nights - £7,662
Resort
Map-icon
3 Baths 25 Guests 6500 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,068/Night 7 Nights - £7,478
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
6 Bedrooms 7 Baths 15 Guests 6000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£973/Night 7 Nights - £6,812
House
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
5 Bedrooms 4 Baths 14 Guests 2600 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£948/Night 7 Nights - £6,633
Other
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
9 Bedrooms 5 Baths 14 Guests 4600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£904/Night 7 Nights - £6,327
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
5 Bedrooms 4 Baths 11 Guests 2600 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£882/Night 7 Nights - £6,174
Condo
Map-icon
like-icon9.6
Exceptional
(26 Reviews)
4 Bedrooms 4 Baths 8 Guests 2000 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£872/Night 7 Nights - £6,107

Orleans County Pet Friendly Vacation Rentals

House
Map-icon
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Exceptional
(67 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£249/Night 7 Nights - £1,740
Apartment
Map-icon
like-icon9.6
Exceptional
(22 Reviews)
1 Bedroom 1 Bath 5 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
£82/Night 7 Nights - £574
Hotel
Map-icon
like-icon9.0
Exceptional
(460 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£93/Night 7 Nights - £653
Cottage
Map-icon
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Exceptional
(39 Reviews)
2 Bedrooms 1 Bath 6 Guests 625 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£242/Night 7 Nights - £1,691
star-icons-3
House
Map-icon
like-icon9.4
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 10 Guests 161.46 ft²
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
£127/Night 7 Nights - £892
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
2 Bedrooms 2 Baths 7 Guests 2400 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£292/Night 7 Nights - £2,044
Cottage
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like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 5 Guests 1040 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£187/Night 7 Nights - £1,308
Cabin
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£113/Night 7 Nights - £787

Orleans County Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£195/Night 7 Nights - £1,362
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 12 Guests 4811.47 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£582/Night 7 Nights - £4,072
House
Map-icon
like-icon10.0
Exceptional
(83 Reviews)
4 Bedrooms 3 Baths 11 Guests 2300 ft²
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
£330/Night 7 Nights - £2,311
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 12 Guests 2098.96 ft²
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
£238/Night 7 Nights - £1,669
House
Map-icon
like-icon10.0
Exceptional
(81 Reviews)
5 Bedrooms 4 Baths 12 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£843/Night 7 Nights - £5,901
House
Map-icon
like-icon10.0
Exceptional
(75 Reviews)
4 Bedrooms 3 Baths 10 Guests 2100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£711/Night 7 Nights - £4,975
House
Map-icon
like-icon10.0
Exceptional
(65 Reviews)
4 Bedrooms 4 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
£406/Night 7 Nights - £2,843
House
Map-icon
like-icon10.0
Exceptional
(64 Reviews)
3 Bedrooms 2 Baths 10 Guests 1500 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£244/Night 7 Nights - £1,705

Why Choose Rent By Owner for your Orleans County 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 Orleans County

When should you plan your Vacation Rentals stay?

To make the most of your experience, consider visiting during the region's shoulder seasons when the area's natural beauty is at its peak and accommodations are more available and affordable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for outdoor activities in this scenic area. It’s the most popular time for travelers seeking to experience the natural beauty and vibrant atmosphere.

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

Autumn brings colorful foliage and pleasant temperatures, perfect for exploring the region's picturesque landscapes. This season is favored by those looking to immerse themselves in the stunning fall scenery while enjoying comfortable weather.

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

Off-Season Highlights

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Spring (April to May)

In spring, the area begins to awaken with blooming flowers and milder temperatures, offering a quieter escape before the summer rush. It’s an excellent time to enjoy nature at a more relaxed pace.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F
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Winter (December to February)

During winter, the landscape transforms into a snowy wonderland, attracting visitors seeking tranquility and winter sports experiences. This off-peak period offers a peaceful retreat away from peak tourist crowds.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 10°F to 20°F

Weekly Weather Forecast for Orleans County

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 outdoor grilling areas to prepare meals amidst the scenic surroundings.
  • Benefit from spacious yards or gardens perfect for relaxing or family activities.
  • Take advantage of private patios or decks to soak in the natural beauty of the area.
  • Access serene waterfronts or lakeside spaces ideal for fishing, boating, or swimming.
  • Utilize shaded picnic spots to savor meals outdoors with friends or loved ones.
  • Explore well-maintained walking trails or pathways directly accessible from your rental.
  • Participate in outdoor recreational activities such as biking or cross-country skiing, depending on the season.
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Family Activities

  • Kingdom Heritage Trail: Explore this scenic route that highlights the rich history and cultural heritage of the area, perfect for family outings.
  • Lake Region Activities: Enjoy a variety of water-based pursuits such as kayaking, paddleboarding, and fishing on the picturesque lakes here that are ideal for all ages.
  • Local Farm Visits: Visit family-friendly farms where you can learn about sustainable agriculture and even pick fresh produce during your stay.
  • Nature Trails and Parks: Discover serene hiking trails and parks in the region that offer outdoor fun and stunning scenic views for the whole family.
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Adult Activities

  • Fishing and Boating on Lake Willoughby: Experience the serene waters of this renowned lake, perfect for a day of fishing or enjoying a peaceful boat ride amidst scenic surroundings.
  • Hiking in the Green Mountains: Explore well-maintained trails along the Green Mountains that offer breathtaking vistas and an invigorating outdoor adventure close to your vacation rental.
  • Visiting Cultivated Local Farms: Discover farm-to-table dining experiences by visiting local farms where you can learn about sustainable agriculture and sample fresh regional produce.
  • Exploring Historic Downtowns and Art Galleries: Stroll through charming downtown areas filled with unique shops and galleries, showcasing the region’s rich history and vibrant arts scene.

Orleans County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the regional event calendar to align your stay with festivals or activities, enhancing your experience in Orleans County.
  • Explore Scenic Outdoor Activities: Take advantage of the area's natural beauty by exploring local parks and outdoor trails accessible from your vacation rental.
  • Engage with the Community: Visit nearby farmers' markets or community gatherings to gain authentic insights into the region’s culture during your stay.
  • Choose a Prime Location: Opt for accommodations close to key attractions or scenic spots to maximize your time exploring this beautiful destination.

Transportation Options

  • Vermont Airlines: This regional airline offers convenient flights to the area, making your travel to Orleans County straightforward and efficient.
  • Amtrak Rail Service: Accessible nearby, the train service provides a scenic and relaxed way to reach this region from major cities along the northeast corridor.
  • Local Bus Systems: The local transit network connects key towns within the area, ensuring easy movement between your vacation rental and popular spots.
  • Car Rentals: Renting a vehicle is an ideal option for exploring the scenic landscapes and hidden gems here at your own pace.

Local Customs Options

  • Local Craftsmanship: You will notice a strong appreciation for handmade woodwork and artisanal crafts that reflect the region’s rich tradition of skilled handiwork.
  • Seasonal Festivals: Participating in seasonal festivals allows you to experience the area's vibrant community spirit and deep-rooted customs during your stay.
  • Farm-to-Table Cuisine: You'll find that local restaurants emphasize fresh, locally sourced ingredients, showcasing the region's agricultural heritage.
  • Respect for Nature: The community places high value on outdoor conservation and stewardship, which influences many local customs and recreational activities here.

Frequently Asked Questions About Orleans County?

2. How many vacation rentals have private pools in Orleans County?

There are 4 vacation rentals with private pools near Orleans County. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Orleans County are best for families?

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

4. How many Rentbyowner vacation rentals are available in Orleans County?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 477 in the Orleans County 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 Orleans County. 

5. What is the cancellation policy for vacation rentals in Orleans County, Vermont?

Cancellation policies vary depending on the specific property. You should review the cancellation terms listed in the property details or contact the owner directly to understand the refund options and any applicable fees.

6. Are there any restrictions or requirements for booking a vacation rental in this area?

Yes, some properties may have specific requirements such as minimum stays, age restrictions, or resident verification. It's best to read the listing thoroughly or reach out to the host for detailed information before confirming your reservation.

7. How do I find the best-rated vacation rentals in Orleans County, Vermont?

You can filter search results by guest ratings, reviews, and property amenities. Reading previous guests’ feedback can help you identify high-quality rentals that meet your preferences in this region.

8. What amenities are commonly available in vacation rentals here?

Most properties in the area offer amenities like Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. To find accommodations that suit your needs, check the amenities section of each listing before booking.

9. Is it possible to communicate directly with the property owners before booking in this destination?

Absolutely. Many listings provide contact options so you can ask questions or clarify details, ensuring a smooth and personalized booking experience in this part of Vermont.

Orleans County Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(127 Reviews)
3 Bedrooms 2 Baths 8 Guests 1400 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£348/Night 7 Nights - £2,434
Condo
Map-icon
like-icon10.0
Exceptional
(52 Reviews)
3 Bedrooms 3 Baths 8 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£300/Night 7 Nights - £2,103
Other
Map-icon
like-icon10.0
Exceptional
(51 Reviews)
4 Bedrooms 2 Baths 9 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£237/Night 7 Nights - £1,659
Other
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
4 Bedrooms 2 Baths 6 Guests 3100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£241/Night 7 Nights - £1,687
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
5 Bedrooms 4 Baths 14 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£390/Night 7 Nights - £2,733
Apartment
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
2 Bedrooms 2 Baths 4 Guests 1060 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£105/Night 7 Nights - £735
Condo
Map-icon
like-icon10.0
Exceptional
(20 Reviews)
4 Bedrooms 4 Baths 14 Guests 2425 ft²
  • Spa
    Spa
  • Skiing
    Skiing
More amenities
£544/Night 7 Nights - £3,804
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
3 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£476/Night 7 Nights - £3,335