Rupert Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Rupert vacation homes
1. Peaceful 1-bedroom bungalow with AC in charming Wells
Peaceful 1-bedroom bungalow with AC in charming WellsWells
10.0 out of 10, Exceptional, (1 review)
"Clean comfy quiet spot."
Dillon B.
The price is CA $258
CA $309 total
includes taxes & fees
Sep 22 - Sep 23
2. Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible viewsshushan
9.6 out of 10, Exceptional, (24 reviews)
"Great cabin , so cozy with the wood burning stove "
Susan f.
The price is CA $251
CA $495 total
includes taxes & fees
Sep 23 - Sep 24
3. Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to LiftsStratton
The price is CA $104
CA $360 total
includes taxes & fees
Sep 24 - Sep 25
4. Peaceful getaway at birds of a feather
Peaceful getaway at birds of a featherShaftsbury
9.8 out of 10, Exceptional, (38 reviews)
"Laurie was an amazing host, with an amazing property! What an adorable home with an adorable view."
Michaela J.
The price is CA $138
CA $345 total
includes taxes & fees
Sep 22 - Sep 23
5. Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.
Downtown Manchester Center. SKI Bromley in 12 min, Stratton Mountain in 25 min.Manchester
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful cozy house with plenty of beds and space. We drove here in a snowstorm and were so thankful that the host had cleared the driveway and walkways for us. Overall a great stay."
Greg W.
The price is CA $472
CA $718 total
includes taxes & fees
Sep 23 - Sep 24
The price is CA $399
CA $1,042 total
includes taxes & fees
Oct 21 - Oct 22
7. Runamuk Farm Camp Tiny House near Cambridge, New York
Runamuk Farm Camp Tiny House near Cambridge, New YorkCambridge
10.0 out of 10, Exceptional, (4 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
Jess M.
The price is CA $175
CA $206 total
includes taxes & fees
Sep 23 - Sep 24
8. Cozy farmhouse in Manchester - short drive to multiple ski mountains!
Cozy farmhouse in Manchester - short drive to multiple ski mountains!Manchester
9.4 out of 10, Exceptional, (3 reviews)
"The hosts were very friendly and responsive during our stay. Loved that the house is close to the main town as well as close to the ski slopes (Bromley). "
Marissa H.
The price is CA $529
CA $1,040 total
includes taxes & fees
Sep 27 - Sep 28
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Cabins
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Rupert Hotel Reviews
Sun Lodge near Manchester VT, Ascend Collection Hotel
10/10 Excellent
Find out more about Rupert
Rupert Vacation Homes information
Number of reviews | 8,765 |
|---|---|
Accommodation | 392 Vacation Homes |
Lowest Price | CA $134 |
Highest Price | CA $552 |
Explore a world of travel with Expedia
- Historic Hotels in Southern Vermont
- Dorset Hotels
- Reillys Rest
- Wallingford Hotels
- B&B in West River Trail
- Sun Lodge
- Cabin Rentals in Londonderry
- Aspen At Manchester
- Cabin Rentals in West Dover
- Arcady At the Sunderland Lodge
- Pinnacle Lodge
- Luxury Hotels in Southern Vermont
- Cabin Rentals in Bennington
- Motels in Bennington
- Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!
- Cabin Rentals in Mount Holly
- Hotels near Weston Priory
- Motels in Ludlow
- Four Winds Country Motel
- Winhall Hotels
- Rv Parks in Neshobe Beach
- Hotels near Pond Hill Ranch and Pro Rodeo
- Hampton Inn and Suites Manchester
- The Palmer House Resort
- Newly built Vermont secluded cabin retreat with AC and brand new Hot Tub!!!
- Hotels near Battenkill River
- Cabin Rentals in Rupert
- Relais & Chateaux Hotels in Stratton
- Condo Resorts in Ira
- Apartments in Stratton
- Fireplace
- Cabin Rentals in Peru
- Stratton Hotels
- Mount Tabor Hotels
- The Inn at Manchester
- Hotels near Vermont Summer Festival
- Kimpton Taconic Hotel by IHG
- Hill Farm Inn
- Apartments in West Haven
- Motels in Benson
- Villas in Bondville
- B&B in Mount Tabor
- Hotels with Hot Tubs in Southern Vermont
- 5 Star Hotels in Stratton
- Arlington Inn
- Cottages in Shrewsbury
- Condo Rentals in Killington
- Best Western Hotels in Manchester
- Cabin Rentals in Bomoseen
- Guest Houses in Crystal Beach
- Cabin Rentals in Shaftsbury
- I.b. Munson House
- Hotels near Stratton Mountain Resort
- Cabin Rentals in Ludlow
- Pet-Friendly Hotels in Sunderland
- Apartments in Bennington
- 4 Star Hotels in West Arlington
- Shaftsbury Hotels
- Manchester Center Hotels
- Bondville Hotels
- Bromley View Inn
- Arlington Hotels
- Londonderry Hotels
- Wilburton Inn
- B&B in Castleton
- Motels in Rutland
- Hotels near Green Mountain National Forest
- Resorts in Stratton
- Cottages in Crystal Beach
- Manchester Hotels
- Cabin Rentals in Mount Snow Valley
- Hotels near Bromley Mountain Ski Resort
- Hotels near Emerald Lake State Park
- The Equinox Golf Resort & Spa
- Cabin Rentals in Fair Haven
- Condo Rentals in Stratton
- East Dorset Hotels
- The Reluctant Panther Inn and Restaurant