House
10.0(195 Reviews)
2 Bedrooms
4 Guests
Hot Tub
Parking
Ocean View
Balcony/Terrace
US $570/Night
7 Nights - US $3,987
Rupert Holiday Rentals
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Compare Villas, Resorts, & Rentals in Rupert
10.0
Villa
9.0(1 Review)
6 Bedrooms
15 Guests
- Parking
Pool
Spa- Balcony/Terrace
US $1,193/Night
7 Nights - US $8,351
Apartment
9.8(8 Reviews)
1 Bedroom
3 Guests
Air Conditioner
Internet
Pet Friendly
Child Friendly
US $160/Night
7 Nights - US $1,121
House
4 Bedrooms
11 Guests
- Hot Tub
- Parking
- Balcony/Terrace
View
US $545/Night
7 Nights - US $3,815
Cabin
1 Bedroom
8 Guests
Kitchen- Internet
- Child Friendly
Laundry
US $350/Night
7 Nights - US $2,447
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Internet
- Child Friendly
US $537/Night
7 Nights - US $3,761
House
10.0(76 Reviews)
5 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $242/Night
7 Nights - US $1,693
House
2 Bedrooms
8 Guests
- Pet Friendly
- Child Friendly
Sports/Activities
Security/Safety
US $271/Night
7 Nights - US $1,894
House
10.0(53 Reviews)
4 Bedrooms
11 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $625/Night
7 Nights - US $4,377
House
1 Bedroom
11 Guests
- Balcony/Terrace
- Child Friendly
Barbecue/Outdoor Cooking- Sports/Activities
US $247/Night
7 Nights - US $1,729
House
10.0(51 Reviews)
3 Bedrooms
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $461/Night
7 Nights - US $3,224
House
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $697/Night
7 Nights - US $4,880
House
9.6(53 Reviews)
3 Bedrooms
8 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $841/Night
7 Nights - US $5,888
House
9.6(20 Reviews)
4 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $652/Night
7 Nights - US $4,567
House
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Laundry
Wellness Facilities
US $870/Night
7 Nights - US $6,089
House
3 Bedrooms
8 Guests
Oceanfront- Pool
- Ocean View
- Balcony/Terrace
US $713/Night
7 Nights - US $4,991
House
2 Bedrooms
8 Guests
- Kitchen
- Internet
- Laundry
TV
US $678/Night
7 Nights - US $4,745
House
5 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $658/Night
7 Nights - US $4,604
House
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $600/Night
7 Nights - US $4,198
House
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $237/Night
7 Nights - US $1,658
Other
10.0(2 Reviews)
4 Bedrooms
10 Guests
- Parking
- Air Conditioner
- Internet
- Laundry
US $191/Night
7 Nights - US $1,336
House
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $376/Night
7 Nights - US $2,634
House
10.0(2 Reviews)
1 Bedroom
4 Guests
- Child Friendly
US $123/Night
7 Nights - US $860
Cabin
9.8(69 Reviews)
1 Bedroom
13 Guests
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
US $395/Night
7 Nights - US $2,766
House
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $202/Night
7 Nights - US $1,416
US $50/Night
7 Nights - US $350
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,169
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
US $302/Night
7 Nights - US $2,112
House
3 Bedrooms
8 Guests
- Child Friendly
- Security/Safety
US $1,658/Night
7 Nights - US $11,607
House
5 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $712/Night
7 Nights - US $4,983
Other
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $333/Night
7 Nights - US $2,331
House
1 Bedroom
11 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
- Bedding/Linens
US $216/Night
7 Nights - US $1,512
About Casai's Private Villas and Holiday Rentals in Rupert
Discover more than 32 vacation rentals available in Rupert. 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 Rupert.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Rupert, 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 Rupert. On average, places to stay near Rupert offer 1344.39 ft², with nightly prices averaging US $500.
With Casai, finding and comparing holiday rentals in Rupert is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Rupert, VT
There are 32 Rupert, VT Vacation Rentals
- Prices for a holiday home in Rupert start at US $160
- Top rated vacation home in Rupert is Creekside Camp. Relax in the Hot Tub Creekside - Vermont Style
- Most popular short term in Rupert is Creekside Camp. Relax in the Hot Tub Creekside - Vermont Style
- Cheapest place to stay in Rupert is Serene apartment in Dorset perfect for a relaxing getaway
- Most expensive holiday rental in Rupert is Gorgeous Victorian-Style House w/Hilltop Pool!
Recently Booked Hotels, Resorts, or Rentals in Rupert
Frequently Asked Questions About Rupert?
What are the top holiday rentals in Rupert?
With numerous options available in Rupert, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Rupert:
- Creekside Camp. Relax in the Hot Tub Creekside - Vermont Style
- Vermont Treehouse compound: no cleaning fee. Spend a few days In the Trees
- Mtn-View Rupert Village Home on Private Acreage
- Rustic farmhouse w/gorgeous views, a hot tub, no cleaning fees, & many updates
- Charming Dorset Cottage Nestled in the Treetops
- Serene apartment in Dorset perfect for a relaxing getaway
- adirondack style all season lodge/resort on a natural glacier pond- SPECIAL RATE
- New! Lovingly restored Antique Vermont Farm House- Horse Friendly!
- Gorgeous Victorian-Style House w/Hilltop Pool!
- Dorset House with Huge Lawn, Fitness Room, Hot Tub, and Sauna
How many Casai.com holiday rentals are available in Rupert?
As of 2026, Casai boasts over 32 properties listed in the Rupert area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Rupert.
