Discover Your Perfect Orwell Vacation Homes

Best Vacation Homes in Orwell

Cottage
Map-icon
like-icon10.0
Exceptional
(81 Reviews)
1 Bedroom 1 Bath 2 Guests 800 ft²
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $250/Night 7 Nights - US $1,750
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 3444.45 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $115/Night 7 Nights - US $805
star-icons-3
House
Map-icon
like-icon9.8
Exceptional
(172 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $217/Night 7 Nights - US $1,518
Apartment
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
1 Bedroom 1 Bath 3 Guests 800 ft²
  • Parking
    Parking
  • Skiing
    Skiing
More amenities
US $208/Night 7 Nights - US $1,454
star-icons-3
House
Map-icon
like-icon9.4
Exceptional
(5 Reviews)
3 Bedrooms 1 Bath 6 Guests 1205.56 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $333/Night 7 Nights - US $2,331
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 8 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $506/Night 7 Nights - US $3,545
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $225/Night 7 Nights - US $1,576
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $192/Night 7 Nights - US $1,341

Orwell Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
6 Bedrooms 4 Baths 14 Guests 5000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $3,195/Night 7 Nights - US $22,363
House
Map-icon
5 Bedrooms 4 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $2,092/Night 7 Nights - US $14,646
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 8 Guests 4900 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,854/Night 7 Nights - US $12,978
New
House
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Air Conditioner
    Air Conditioner
More amenities
US $1,649/Night 7 Nights - US $11,541
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
7 Bedrooms 6 Baths 16 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $1,476/Night 7 Nights - US $10,334
House
Map-icon
like-icon9.0
Exceptional
(7 Reviews)
4 Bedrooms 4 Baths 12 Guests 3800 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $1,449/Night 7 Nights - US $10,144
House
Map-icon
like-icon9.0
Exceptional
(19 Reviews)
6 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $1,320/Night 7 Nights - US $9,240
House
Map-icon
3 Bedrooms 2 Baths 12 Guests 2300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,292/Night 7 Nights - US $9,047

Orwell Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon9.8
Exceptional
(21 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $314/Night 7 Nights - US $2,201
star-icons-4
House
Map-icon
like-icon9.3
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1765.28 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Air Conditioner
    Air Conditioner
More amenities
US $440/Night 7 Nights - US $3,080
Cabin
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
US $187/Night 7 Nights - US $1,309
Cabin
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $621/Night 7 Nights - US $4,349
star-icons-3
House
Map-icon
like-icon9.0
Exceptional
(3 Reviews)
3 Bedrooms 3 Baths 6 Guests 1797.57 ft²
  • Parking
    Parking
  • Spa
    Spa
More amenities
US $332/Night 7 Nights - US $2,324
Cottage
like-icon10.0
Exceptional
(95 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $214/Night 7 Nights - US $1,499
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $433/Night 7 Nights - US $3,030
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $326/Night 7 Nights - US $2,285

Orwell Large Vacation Homes

New
House
1 Bedroom 2 Baths 10 Guests 1700 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $379/Night 7 Nights - US $2,656
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House
Map-icon
like-icon9.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 1496.18 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $377/Night 7 Nights - US $2,639
New
Other
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
4 Bedrooms 2 Baths 10 Guests 2786 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $465/Night 7 Nights - US $3,255
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Bed & Breakfast
Map-icon
like-icon9.0
Exceptional
9 Bedrooms 9 Baths 21 Guests 517.86 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $195/Night 7 Nights - US $1,365
House
Map-icon
like-icon10.0
Exceptional
(46 Reviews)
5 Bedrooms 2 Baths 8 Guests 1700 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $676/Night 7 Nights - US $4,735
House
Map-icon
like-icon10.0
Exceptional
(17 Reviews)
5 Bedrooms 2 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $408/Night 7 Nights - US $2,853
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 10 Guests 3200 ft²
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $483/Night 7 Nights - US $3,384
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $491/Night 7 Nights - US $3,434

Discover & compare premier experiences around Orwell

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 Orwell 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 Orwell

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience, allowing you to enjoy the region’s natural beauty and peaceful surroundings at their best throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll enjoy warm weather perfect for exploring outdoor activities and scenic views in this region. It’s a popular time to visit for those seeking vibrant local events and lush landscapes.

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

Autumn is an ideal season when the area transforms into a tapestry of colorful foliage, attracting visitors who want to experience the region's natural beauty at its peak.

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)

In winter, the tranquil scenery offers a peaceful escape for travelers looking to enjoy snowy landscapes and cozy accommodations in the area.

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

Early spring brings mild temperatures and blooming flora, making it a quieter time to visit while avoiding the busier summer and fall seasons.

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

Weekly Weather Forecast for Orwell

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 private outdoor space with a spacious patio or deck to relax and entertain.
  • Take advantage of well-maintained fire pits for cozy evenings under the stars.
  • Explore scenic hiking trails conveniently accessible from your vacation rental in the area.
  • Benefit from outdoor dining areas perfect for enjoying meals amidst nature.
  • Make use of lush gardens or landscaped yards for leisure walks or picnics.
  • Access to nearby lakes or rivers offering opportunities for fishing, kayaking, or swimming.
  • Utilize outdoor parking facilities designed for ease of access during your stay here.
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Family Activities

  • Orwell Nature Trail: Explore scenic hiking paths through lush forests and open meadows that provide a family-friendly outdoor experience in this charming Vermont region.
  • Lake Front Activities: Spend relaxing days by the water with swimming, picnicking, and fishing opportunities that make the most of the area's pristine lakes.
  • Local Arts and Crafts Shops: Discover unique handcrafted items and support local artisans during visits to the quaint shops dotted throughout this peaceful destination.
  • Community Events & Festivals: Participate in seasonal festivals and family-centric celebrations that showcase the vibrant culture and friendly spirit of the region.
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Adult Activities

  • Scenic Lake Activities: You can enjoy kayaking, paddleboarding, or simply relaxing by the tranquil waters in the area surrounding Orwell, Vermont.
  • Hiking and Nature Trails: Explore the region's picturesque trails that wind through lush forests and offer stunning views of the landscape.
  • Local Historical Sites: Discover the area's rich history by visiting local landmarks and museums that showcase Orwell’s heritage.
  • Wildlife Watching: Engage in birdwatching or observe local wildlife in their natural habitat within the peaceful surroundings of this destination.

Other Places to Stay in Orwell, VT

Mount Independence State Historic Site

Orwell Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature: Take advantage of the area's natural beauty by visiting nearby parks and trails to enjoy peaceful outdoor activities during your stay.
  • Connect with the Community: Engage with local events or markets to experience the authentic charm and culture of this destination.
  • Plan Seasonal Activities: Tailor your visit to the region’s seasonal attractions, whether it's enjoying fall foliage or summer lake days.
  • Choose a Well-Reviewed Property: Select a highly-rated vacation rental that offers comfort and convenience, ensuring a relaxing getaway in this area.

Transportation Options

  • Vermont Transit: This regional bus service provides convenient connections to nearby towns and cities, making it easy for you to explore the area without a vehicle.
  • Amtrak Rail Service: Although there is no station directly in Orwell, nearby rail lines offer scenic routes through Vermont, ideal for travel enthusiasts seeking a relaxed journey.
  • Local Taxi and Ride-Sharing: Reliable taxi services and ride-sharing apps operate here, offering flexible transportation options to reach your vacation rental or nearby attractions.
  • Car Rentals: Several car rental agencies are available locally, providing the freedom to explore the region at your own pace during your stay.

Local Customs Options

  • Respect for Nature: Locals here value a deep connection to the region's natural environment, and you’ll notice this in outdoor etiquette and conservation efforts.
  • Community Events: Participating in local gatherings such as seasonal festivals or markets is a cherished custom that fosters community spirit in this area.
  • Traditional Hospitality: Visitors are often welcomed with warm, friendly gestures, reflecting the region’s emphasis on neighborliness and hospitality.
  • Preservation of Heritage: Respecting local history and customs is important, so you'll see efforts to maintain historical sites and cultural traditions here.

Orwell Vacation Rental Frequently Asked Questions

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 342 in the Orwell 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 Orwell. 

4. What is the cancellation policy for vacation rentals in Orwell, Vermont?

The cancellation policy varies depending on the specific property you select. It is recommended to review the listing details or contact the property owner directly to understand the terms related to cancellations and potential refunds.

5. How do I secure my booking at a vacation rental in this area?

Bookings are typically confirmed once your reservation request is accepted and any required payments are completed. Be sure to read the listing instructions carefully and contact the host if you have questions about the booking process.

6. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or taxes may apply and are usually detailed during the booking process. Check the listing thoroughly for any extra costs before finalizing your reservation.

7. What amenities can I expect from vacation rentals in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. Review each listing for specific amenities offered to ensure they meet your needs.

8. How can I contact the property owner or manager if I have questions?

You can reach out to the owner or manager through the messaging system provided on the booking platform. It's advisable to communicate any special requests or questions prior to confirming your reservation.

Orwell Top Rated Vacation Rentals

star-icons-3
Bed & Breakfast
Map-icon
like-icon9.6
Exceptional
(18 Reviews)
1 Bedroom 1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $173/Night 7 Nights - US $1,213
Hotel
Map-icon
like-icon9.0
Exceptional
(100 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $203/Night 7 Nights - US $1,424
Hotel
Map-icon
like-icon8.6
Fabulous
(775 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $282/Night 7 Nights - US $1,977
star-icons-3
Hotel
Map-icon
like-icon8.6
Fabulous
(443 Reviews)
8 Baths 352.52 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
US $168/Night 7 Nights - US $1,177
star-icons-3
Hotel
Map-icon
like-icon7.8
Very Good
(70 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $276/Night 7 Nights - US $1,934
House
Map-icon
6 Bedrooms 1 Bath 11 Guests 3761 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $800/Night 7 Nights - US $5,599
House
Map-icon
like-icon10.0
Exceptional
(27 Reviews)
3 Bedrooms 2 Baths 8 Guests 2400 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $528/Night 7 Nights - US $3,695
Cottage
Map-icon
like-icon9.8
Exceptional
(24 Reviews)
1 Bedroom 1 Bath 2 Guests 1100 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $215/Night 7 Nights - US $1,505