Discover Your Perfect Orwell Vacation Homes

Best Vacation Homes in Orwell

10.0
Exceptional
(74 Reviews)
800 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
£133/Night For 7 Nights £932
10.0
Exceptional
(1 Review)
3003.13 ft² 8 Guests 3 Bedrooms 3 Bathrooms
House
  • Hot Tub
  • Parking
  • Internet
£319/Night For 7 Nights £2,236
9.8
Exceptional
(18 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£156/Night For 7 Nights £1,090
10.0
Exceptional
(53 Reviews)
800 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
£123/Night For 7 Nights £859
9.5
Exceptional
(4 Reviews)
1205.56 ft² 6 Guests 3 Bedrooms 1 Bathroom
House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£205/Night For 7 Nights £1,435
10.0
Exceptional
(1 Review)
8 Guests 2 Bedrooms 1 Bathroom
Pet Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
£299/Night For 7 Nights £2,091
9.8
Exceptional
(125 Reviews)
700 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£167/Night For 7 Nights £1,166
9.8
Exceptional
(93 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£325/Night For 7 Nights £2,274

Orwell Luxury Rentals

10.0
Exceptional
(15 Reviews)
5000 ft² 14 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
£2,121/Night For 7 Nights £14,844
10.0
Exceptional
(2 Reviews)
4900 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£1,276/Night For 7 Nights £8,931
New
10 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£1,100/Night For 7 Nights £7,701
New
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
£953/Night For 7 Nights £6,672
10.0
Exceptional
(5 Reviews)
3800 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£907/Night For 7 Nights £6,350
10.0
Exceptional
(3 Reviews)
2000 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
£840/Night For 7 Nights £5,880
10.0
Exceptional
(11 Reviews)
16 Guests 6 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£774/Night For 7 Nights £5,419
7.5
Very Good
(4 Reviews)
2497.23 ft² 8 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£767/Night For 7 Nights £5,368

Orwell Pet Friendly Vacation Rentals

9.6
Exceptional
(117 Reviews)
1311 ft² 2 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£212/Night For 7 Nights £1,485
9.3
Exceptional
(3 Reviews)
1765.28 ft² 6 Guests 1 Bedroom 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£327/Night For 7 Nights £2,288
New
1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
£139/Night For 7 Nights £973
9.6
Exceptional
(20 Reviews)
900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£211/Night For 7 Nights £1,476
9.0
Exceptional
(3 Reviews)
1797.57 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Pet Friendly
£247/Night For 7 Nights £1,727
10.0
Exceptional
(94 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£145/Night For 7 Nights £1,014
10.0
Exceptional
(2 Reviews)
400 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£121/Night For 7 Nights £845
9.6
Exceptional
(32 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • View
£227/Night For 7 Nights £1,588

Orwell Large Vacation Homes

10.0
Exceptional
(46 Reviews)
1700 ft² 8 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
£377/Night For 7 Nights £2,637
9.0
Exceptional
(1 Review)
1496.18 ft² 10 Guests 4 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£280/Night For 7 Nights £1,961
10.0
Exceptional
(16 Reviews)
10 Guests 5 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£288/Night For 7 Nights £2,015
9.0
Exceptional
517.86 ft² 21 Guests 9 Bedrooms 9 Bathrooms
Bed & Breakfast
  • Balcony/Terrace
  • Breakfast
  • Pet Friendly
£145/Night For 7 Nights £1,014
10.0
Exceptional
(12 Reviews)
3200 ft² 10 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£323/Night For 7 Nights £2,263
10.0
Exceptional
(3 Reviews)
16 Guests 7 Bedrooms 6 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
£684/Night For 7 Nights £4,791
10.0
Exceptional
(1 Review)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£333/Night For 7 Nights £2,328
9.4
Exceptional
(30 Reviews)
12 Guests 1 Bedroom 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Skiing
  • Fireplace/Heating
£377/Night For 7 Nights £2,640

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.

Frequently Asked Questions About Orwell?

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 344 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

9.4
Exceptional
(16 Reviews)
1 Bedroom 1 Bathroom
Couples Retreat Bed & Breakfast
  • Pool
  • Balcony/Terrace
  • Breakfast
£154/Night For 7 Nights £1,081
8.8
Fabulous
(608 Reviews)
1 Bathroom
Couples Retreat Hotel
  • Skiing
  • Fireplace/Heating
  • Pool
£97/Night For 7 Nights £677
8.6
Fabulous
(770 Reviews)
1 Bathroom
Family Friendly Hotel
  • Hot Tub
  • Pool
  • Breakfast
£100/Night For 7 Nights £699
8.3
Excellent
(352 Reviews)
352.52 ft² 8 Bathrooms
Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
£125/Night For 7 Nights £874
7.6
Very Good
(40 Reviews)
2 Bathrooms
Hotel
  • Private Pool
  • Hot Tub
  • Skiing
£205/Night For 7 Nights £1,437
New
3761 ft² 11 Guests 6 Bedrooms 1 Bathroom
Ocean View Other
  • Fireplace/Heating
  • Pool
  • Ocean View
£562/Night For 7 Nights £3,932
10.0
Exceptional
(27 Reviews)
2400 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Lake View
£392/Night For 7 Nights £2,745
9.8
Exceptional
(24 Reviews)
1100 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Pool
  • Lake View
  • Balcony/Terrace
£160/Night For 7 Nights £1,118