Orwell Holiday Rentals
10.0
Exceptional
(74 Reviews)
- Central Vermont- Killington
- Leicester
- 0.97 mi to center
800 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Skiing
- Fireplace/Heating
- Balcony/Terrace
R2,934/Night
For 7 Nights R20,532
10.0
Exceptional
(1 Review)
- Central Vermont- Killington
- Castleton
- 2.61 mi to center
3444.45 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R1,883/Night
For 7 Nights R13,181
9.8
Exceptional
(18 Reviews)
- Lake George
- North Lake George
- 3.59 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,431/Night
For 7 Nights R24,020
10.0
Exceptional
(53 Reviews)
800 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Skiing
- Fireplace/Heating
- Balcony/Terrace
R2,705/Night
For 7 Nights R18,928
9.4
Exceptional
(5 Reviews)
1205.56 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,519/Night
For 7 Nights R31,634
10.0
Exceptional
(1 Review)
- Lake George
- Hague
- 2.00 mi to center
8 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
Cabin
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R6,338/Night
For 7 Nights R44,356
9.8
Exceptional
(125 Reviews)
700 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,542/Night
For 7 Nights R24,790
9.8
Exceptional
(93 Reviews)
- Lake George
- North Lake George
- 3.58 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R9,039/Night
For 7 Nights R63,267
9.8
Exceptional
(19 Reviews)
- Central Vermont- Killington
- Leicester
- 0.07 mi to center
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,253/Night
For 7 Nights R43,766
Luxury Holiday Rentals in Orwell
Over 338+ Luxury Holiday Rentals in or Near Orwell
10.0
Exceptional
(15 Reviews)
- Lake George
- North Lake George
- 1.77 mi to center
5000 ft²
14 Guests
6 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R46,735/Night
For 7 Nights R327,143
10.0
Exceptional
(2 Reviews)
4900 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R28,119/Night
For 7 Nights R196,826
New
- Lake George
- North Lake George
- 1.35 mi to center
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R24,244/Night
For 7 Nights R169,711
New
- Lake George
- North Lake George
- 1.58 mi to center
6000 ft²
18 Guests
7 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R21,006/Night
For 7 Nights R147,051
New
- Lake George
- Putnam Station
- 1.87 mi to center
2300 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
R20,122/Night
For 7 Nights R140,861
10.0
Exceptional
(5 Reviews)
- Lake George
- Putnam Station
- 2.19 mi to center
3800 ft²
12 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R19,992/Night
For 7 Nights R139,944
9.0
Exceptional
(19 Reviews)
- Lake George
- Glenburnie
- 0.14 mi to center
2400 ft²
8 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R19,083/Night
For 7 Nights R133,592
10.0
Exceptional
(11 Reviews)
- Central Vermont- Killington
- Crystal Beach
- 0.34 mi to center
16 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R18,537/Night
For 7 Nights R129,760
10.0
Exceptional
(3 Reviews)
- Lake George
- Putnam Station
- 2.17 mi to center
2000 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
R17,221/Night
For 7 Nights R120,542
Top-Rated Holiday Rentals with a Pool in Orwell
Over 14+ The Best Private Villas and Holiday Rentals in Orwell with a Pool
9.4
Exceptional
(16 Reviews)
- Central Vermont- Killington
- Brandon
- 0.96 mi to center
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
R3,404/Night
For 7 Nights R23,823
8.8
Fabulous
(624 Reviews)
- Central Vermont- Killington
- Brandon
- 1.50 mi to center
1 Bathroom
Couples Retreat
Hotel
- Skiing
- Fireplace/Heating
- Pool
R1,960/Night
For 7 Nights R13,721
8.6
Fabulous
(770 Reviews)
- Lake George
- North Lake George
- 4.87 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
R2,202/Night
For 7 Nights R15,407
8.3
Excellent
(352 Reviews)
352.52 ft²
8 Bathrooms
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
R2,753/Night
For 7 Nights R19,272
7.6
Very Good
(40 Reviews)
2 Bathrooms
Hotel
- Private Pool
- Hot Tub
- Skiing
R4,524/Night
For 7 Nights R31,666
New
- Lake George
- Ticonderoga
- 4.64 mi to center
3761 ft²
11 Guests
6 Bedrooms
1 Bathroom
Ocean View
Other
- Fireplace/Heating
- Pool
- Ocean View
R12,378/Night
For 7 Nights R86,649
New
- Central Vermont- Killington
- Leicester
- 0.85 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Pool
- Ocean View
R2,916/Night
For 7 Nights R20,418
10.0
Exceptional
(27 Reviews)
- Lake George
- Ticonderoga
- 4.63 mi to center
2400 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Lake View
R8,643/Night
For 7 Nights R60,500
9.8
Exceptional
(24 Reviews)
- Central Vermont- Killington
- Brandon
- 6.80 mi to center
1100 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Pool
- Lake View
- Balcony/Terrace
R3,520/Night
For 7 Nights R24,642
Pet-Friendly Holiday Rentals in Orwell
Over 103+ Pet-Friendly Holiday Rentals in or Near Orwell
9.6
Exceptional
(117 Reviews)
1311 ft²
2 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R3,973/Night
For 7 Nights R27,819
9.3
Exceptional
(3 Reviews)
- Lake George
- North Lake George
- 4.44 mi to center
1765.28 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R7,204/Night
For 7 Nights R50,430
New
- Central Vermont- Killington
- Hubbardton
- 3.09 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,062/Night
For 7 Nights R21,433
9.6
Exceptional
(20 Reviews)
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,388/Night
For 7 Nights R30,717
9.0
Exceptional
(3 Reviews)
1797.57 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Spa
- Fireplace/Heating
- Pet Friendly
R5,436/Night
For 7 Nights R38,052
10.0
Exceptional
(94 Reviews)
- Central Vermont- Killington
- Hubbardton
- 1.19 mi to center
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R3,192/Night
For 7 Nights R22,350
10.0
Exceptional
(2 Reviews)
400 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,661/Night
For 7 Nights R18,633
9.6
Exceptional
(32 Reviews)
- Lake George
- Ticonderoga
- 4.70 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- View
R4,998/Night
For 7 Nights R34,990
9.6
Exceptional
(7 Reviews)
- Lake George
- Ticonderoga
- 3.88 mi to center
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,275/Night
For 7 Nights R29,931
Large Holiday Rentals and Private Villas in Orwell
Over 73+ Large Holiday Rentals and Private Villas in or Near Orwell
10.0
Exceptional
(46 Reviews)
- Lake George
- Putnam Station
- 2.01 mi to center
1700 ft²
8 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
R9,357/Night
For 7 Nights R65,494
9.0
Exceptional
(1 Review)
1496.18 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R6,173/Night
For 7 Nights R43,210
10.0
Exceptional
(16 Reviews)
- Lake George
- North Lake George
- 3.37 mi to center
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R6,343/Night
For 7 Nights R44,405
9.0
Exceptional
517.86 ft²
21 Guests
9 Bedrooms
9 Bathrooms
Bed & Breakfast
- Balcony/Terrace
- Breakfast
- Pet Friendly
R3,193/Night
For 7 Nights R22,350
10.0
Exceptional
(12 Reviews)
- Lake George
- Hague
- 1.42 mi to center
3200 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R7,385/Night
For 7 Nights R51,691
10.0
Exceptional
(3 Reviews)
- Lake George
- North Lake George
- 3.80 mi to center
16 Guests
7 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R15,085/Night
For 7 Nights R105,593
10.0
Exceptional
(1 Review)
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,328/Night
For 7 Nights R51,298
9.4
Exceptional
(31 Reviews)
- Lake George
- North Lake George
- 4.77 mi to center
12 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Cabin
- Hot Tub
- Skiing
- Fireplace/Heating
R8,718/Night
For 7 Nights R61,024
New
- Lake George
- North Lake George
- 2.48 mi to center
2276 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R13,725/Night
For 7 Nights R96,080
Wheelchair Accessible Holiday Homes in Orwell
Over 8+ Wheelchair Accessible Holiday Homes in or Near Orwell
8.8
Fabulous
(8 Reviews)
- Central Vermont- Killington
- Brandon
- 1.50 mi to center
250 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,498/Night
For 7 Nights R17,487
8.7
Fabulous
(3 Reviews)
- Central Vermont- Killington
- Hubbardton
- 1.33 mi to center
3498.27 ft²
12 Guests
1 Bedroom
3 Bathrooms
Ocean View
House
- Private Beach
- Fireplace/Heating
- Ocean View
R5,862/Night
For 7 Nights R41,032
5.0
Average
(3 Reviews)
- Central Vermont- Killington
- Fair Haven
- 5.21 mi to center
850 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- View
R3,684/Night
For 7 Nights R25,788
New
- Lake George
- North Lake George
- 4.37 mi to center
2400.35 ft²
9 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
R11,222/Night
For 7 Nights R78,560
4.9
Average
(28 Reviews)
- Central Vermont- Killington
- Castleton
- 2.54 mi to center
1200 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
R4,503/Night
For 7 Nights R31,519
9.0
Exceptional
(99 Reviews)
292.78 ft²
10 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- View
R3,258/Night
For 7 Nights R22,808
8.8
Fabulous
(12 Reviews)
- Lake George
- Putnam Station
- 2.41 mi to center
880 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R7,134/Night
For 7 Nights R49,939
New
- Lake George
- North Lake George
- 2.74 mi to center
2500 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
R15,555/Night
For 7 Nights R108,884
Orwell Private Villas and Holiday Homes Under $200
Over 24+ Orwell Private Villas and Holiday Homes Under $200
New
- Central Vermont- Killington
- Leicester
- 1.22 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,980/Night
For 7 Nights R20,860
New
398.26 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Pet Friendly
- Parking
- Child Friendly
R2,685/Night
For 7 Nights R18,797
8.8
Fabulous
(372 Reviews)
- Lake George
- North Lake George
- 4.09 mi to center
1 Bathroom
Couples Retreat
Hotel
- Fireplace/Heating
- Parking
- Air Conditioner
R1,906/Night
For 7 Nights R13,344
10.0
Exceptional
(1 Review)
- Central Vermont- Killington
- Hubbardton
- 2.17 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R1,906/Night
For 7 Nights R13,344
7.0
Very Good
(274 Reviews)
- Lake George
- North Lake George
- 4.64 mi to center
258.33 ft²
4 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R2,862/Night
For 7 Nights R20,041
New
- Central Vermont- Killington
- Fair Haven
- 10.45 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R1,929/Night
For 7 Nights R13,508
10.0
Exceptional
(4 Reviews)
- Central Vermont- Killington
- Brandon
- 1.50 mi to center
300 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,868/Night
For 7 Nights R20,074
10.0
Exceptional
(2 Reviews)
- Central Vermont- Killington
- Brandon
- 1.50 mi to center
280 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R3,090/Night
For 7 Nights R21,629
9.0
Exceptional
(7 Reviews)
- Central Vermont- Killington
- Brandon
- 1.50 mi to center
300 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
R2,868/Night
For 7 Nights R20,074
Instantly Bookable Holiday Homes in Orwell
Over 152+ Instantly Bookable Holiday Homes in or Near Orwell
10.0
Exceptional
(19 Reviews)
- Central Vermont- Killington
- Brandon
- 1.58 mi to center
2800 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,476/Night
For 7 Nights R45,338
10.0
Exceptional
(3 Reviews)
- Lake George
- North Lake George
- 4.37 mi to center
2398 ft²
9 Guests
4 Bedrooms
3 Bathrooms
Group Friendly
House
R9,440/Night
For 7 Nights R66,084
10.0
Exceptional
(12 Reviews)
- Central Vermont- Killington
- Fair Haven
- 3.29 mi to center
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
R4,806/Night
For 7 Nights R33,648
10.0
Exceptional
(11 Reviews)
- Lake George
- Crown Point
- 5.24 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R8,927/Night
For 7 Nights R62,498
10.0
Exceptional
(3 Reviews)
- Central Vermont- Killington
- Hubbardton
- 1.59 mi to center
750 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,280/Night
For 7 Nights R22,956
9.8
Exceptional
(20 Reviews)
- Central Vermont- Killington
- Crystal Beach
- 0.38 mi to center
750 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,814/Night
For 7 Nights R33,697
9.8
Exceptional
(13 Reviews)
- Central Vermont- Killington
- Hubbardton
- 1.44 mi to center
780 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,903/Night
For 7 Nights R34,319
9.2
Exceptional
(17 Reviews)
- Lake George
- Town of Putnam
- 3.51 mi to center
8 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Ocean View
- Balcony/Terrace
- View
R6,285/Night
For 7 Nights R43,996
New
- Central Vermont- Killington
- Fair Haven
- 10.21 mi to center
1200 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R6,121/Night
For 7 Nights R42,849
Book a Last Minute Place to Stay in Orwell
About Casai's Private Villas and Holiday Rentals in Orwell
Discover more than 347 vacation rentals available in Orwell. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Orwell.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Orwell, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Orwell. On average, places to stay near Orwell offer 972.28 ft², with nightly prices averaging R7,438.
With Casai, finding and comparing holiday rentals in Orwell is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Orwell
| Type | Count |
|---|---|
| Vacation Homes | 208 |
| Cottages | 32 |
| Holiday Apartments | 15 |
Use these Quick Filters to Find a Holiday Rental in Orwell
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Orwell.
Weather in Orwell, VT
View the weather forecast for Orwell before booking your Orwell Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Orwell, VT
Casai offers a large selection of top attractions around Orwell . Research things to do on your vacation before you visit Orwell.
Frequently Asked Questions About Orwell?
What are the top holiday rentals in Orwell?
With numerous options available in Orwell, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday 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
Which holiday homes in Orwell are best for families?
If you're searching for a family-friendly holiday home in Orwell, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Orwell:
How many Casai.co.za holiday rentals are available in Orwell?
As of 2026, Casai boasts over 347 properties listed in the Orwell area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Orwell.
People Also Ask
Finding the best prices in Orwell
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