Best Vacation Homes in Orwell
Cottage
10.0(74 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
Skiing
Fireplace/Heating
Balcony/Terrace
Kitchen
R3,276/Night
7 Nights - R22,940
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
3444.45 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
Parking
R1,895/Night
7 Nights - R13,266
Cabin
9.8(18 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
View
R3,453/Night
7 Nights - R24,176
Apartment
10.0(53 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,722/Night
7 Nights - R19,051
House
9.4(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- View
R4,548/Night
7 Nights - R31,839
Cabin
10.0(1 Review)
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Pet Friendly
Air Conditioner
Internet
R6,832/Night
7 Nights - R47,824
Cottage
9.8(125 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,565/Night
7 Nights - R24,950
Condo
9.8(93 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R9,097/Night
7 Nights - R63,678
Orwell Luxury Rentals
House
10.0(15 Reviews)
6 Bedrooms
4 Baths
14 Guests
5000 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- View
R47,038/Night
7 Nights - R329,266
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
4900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R28,301/Night
7 Nights - R198,103
New
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R24,878/Night
7 Nights - R174,142
New
House
3 Bedrooms
2 Baths
12 Guests
2300 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R24,695/Night
7 Nights - R172,873
House
7 Bedrooms
2 Baths
18 Guests
6000 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Internet
R21,142/Night
7 Nights - R148,005
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
12 Guests
3800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R20,122/Night
7 Nights - R140,853
House
9.0(19 Reviews)
6 Bedrooms
3 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R19,207/Night
7 Nights - R134,458
House
10.0(54 Reviews)
4 Bedrooms
1 Bath
10 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R18,822/Night
7 Nights - R131,756
Orwell Pet Friendly Vacation Rentals
House
9.6(117 Reviews)
2 Bedrooms
1 Bath
2 Guests
1311 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R3,999/Night
7 Nights - R27,999
House
9.3(3 Reviews)
1 Bedroom
2 Baths
6 Guests
1765.28 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
R7,251/Night
7 Nights - R50,758
R3,082/Night
7 Nights - R21,572
Cottage
9.6(20 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,417/Night
7 Nights - R30,916
House
9.0(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
1797.57 ft²
Spa- Fireplace/Heating
- Pet Friendly
- Parking
R5,471/Night
7 Nights - R38,299
Cottage
10.0(94 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,212/Night
7 Nights - R22,495
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R2,679/Night
7 Nights - R18,754
House
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,722/Night
7 Nights - R40,062
Orwell Large Vacation Homes
House
10.0(46 Reviews)
5 Bedrooms
2 Baths
8 Guests
1700 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R11,662/Night
7 Nights - R81,624
House
9.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
1496.18 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R6,213/Night
7 Nights - R43,490
House
10.0(16 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R7,225/Night
7 Nights - R50,576
House
10.0(12 Reviews)
3 Bedrooms
2 Baths
10 Guests
3200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
R7,665/Night
7 Nights - R53,658
House
10.0(3 Reviews)
7 Bedrooms
6 Baths
16 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R15,183/Night
7 Nights - R106,278
House
10.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R7,376/Night
7 Nights - R51,631
Cabin
9.4(31 Reviews)
1 Bedroom
2 Baths
12 Guests
- Hot Tub
- Skiing
- Fireplace/Heating
- Balcony/Terrace
R8,775/Night
7 Nights - R61,420
Why Choose Rent By Owner for your Orwell Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 (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
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
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
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
How to Book Your Orwell Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Orwell
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Orwell
What attractions are nearby?
In this charming region, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring scenic trails, all easily accessible from your nearby vacation rentals in Orwell, Vermont.
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.
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?
1. What are the top vacation rentals in Orwell?
There are a lot of options in Orwell. If you plan on staying in the Orwell area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Orwell:
- Charming cottage located on peaceful Lake Bomoseen
- Pristine Custom Cottage, Grand Piano, Massage Studio on Site
- Modern amenities in Historic Federal Style Home, steps from Downtown Brandon
- Lake Bomoseen cozy 4 season Lakefront Home
- Northern Lake George .Beautiful Log Home With Direct Water Front
- Near Middlebury, VT vicinity with 360° mountain views from organic apple orchard
- Comfortable Family Friendly Cottage On Beautiful Fern Lake
- Lake George Cliff House - Outdoor hot tub!
- Restful and Relaxing Lakeside Cottage on Lake Bomoseen
- Elegant Cottage on Lake Bomoseen Vermont
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 348 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
Bed & Breakfast
9.4(16 Reviews)
1 Bedroom
1 Bath
Pool- Balcony/Terrace
Breakfast- Parking
R3,426/Night
7 Nights - R23,978
R1,973/Night
7 Nights - R13,810
Hotel
8.6(770 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
R2,216/Night
7 Nights - R15,507
Hotel
8.3(352 Reviews)
8 Baths
352.52 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R2,771/Night
7 Nights - R19,397
Hotel
7.6(40 Reviews)
2 Baths
Private Pool- Hot Tub
- Skiing
- Fireplace/Heating
R4,554/Night
7 Nights - R31,872
Other
6 Bedrooms
1 Bath
11 Guests
3761 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R12,459/Night
7 Nights - R87,211
New
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R2,935/Night
7 Nights - R20,550
House
10.0(27 Reviews)
3 Bedrooms
2 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Pool
Lake View- Balcony/Terrace
R8,699/Night
7 Nights - R60,893
