Rupert Vacation Rentals, Houses & More


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Areas near Rupert

1 / 26

HICKORY RIDGE VERMONT LOG CABIN

  • 4
  • 10
  • Min stay varies

$250

Details

Great rentals within 20 miles that match your search

1 / 24

Amazing Newly Constructed GetAway with Swimming Pool next to the Beach

  • 5
  • 14
  • 1 night min

$685

Details

1 / 28

Butternut Hill Unit #11 ~ RA132390

  • 2
  • 4
  • 7 nights min

$150

Details

1 / 40

Great for Groups! Sleep 20: 6.5 bedroom, 6.5 baths 30 acres Pool, tennis, dogs

  • 7
  • 20
  • Min stay varies

$625

Details

1 / 26

4 minutes from The Hildene Estate and the Equinox Resort - 58 Five Star Reviews

  • 4
  • 8
  • 2 nights min

$501

Details

1 / 12

Home Sweet Home

  • 3
  • 6
  • 1 night min

$401

Details

1 / 30

Gorgeous mountain home w/ private hot tub - skiing nearby!

  • 4
  • 8
  • Min stay varies

$285

Details

1 / 39

Top-floor condo w/ mountain views & pool, hot tub, and sauna access

  • 2
  • 5
  • Min stay varies

$99

Details

1 / 24

Sanctuary 3 bedroom 3.5 bathroom on 3.8 acres

  • 3
  • 10
  • 2 nights min

Inquire for Rates

Details

1 / 16

3 BR/Bth Townhouse/Condo Grt loc. Stratton Mtn. VT

  • 3
  • 8
  • 90 nights min

$233

Details

1 / 24

SEASONAL SUMMER RENTAL: HEART OF MANCHESTER: sleep 6, pool, tennis, views, charm

  • 2
  • 6
  • 2 nights min

$396

Details

1 / 41

Magnificent 25 room mansion: walk to Equinox Hotel

  • 10
  • 20
  • Min stay varies

$1750

Details

1 / 19

Five Bedroom Secluded Ski House Located Two Miles From Downtown Manchester

  • 3
  • 10
  • 2 nights min

$275

Details

1 / 29

Scenic chalet w/private sauna & close to golfing & skiing!

  • 4
  • 4
  • Min stay varies

$226

Details

1 / 31

Inviting, spacious, and dog-friendly cabin, close to town & ski resorts!

  • 5
  • 12
  • Min stay varies

$268

Details

1 / 24

9 BR Lakefront Luxury Getaway on 10 Acres with a Lake

  • 9
  • 20
  • Min stay varies

$750

Details

1 / 4

Peaceful setting

  • 3
  • 5
  • Min stay varies

$250

Details

1 / 23

Amazing Waterfront GetAway with a private Dock

  • 3
  • 8
  • 1 night min

$280

Details

1 / 39

FAMILIES, FRIENDS & ENTERTAINING In MANCHESTER: Best Views, pool tennis & dogs!

  • 6
  • 12
  • Min stay varies

$651

Details

1 / 62

Blue Door Farm - SKI! Bromley 4mi., Magic 5mi., Stratton 14mi., Okemo 19mi.

  • 6
  • 16
  • Min stay varies

$232

Details

1 / 19

The Perfect Vermont Experience for All Seasons

  • 4
  • 8
  • 4 nights min

$250

Details

1 / 10

Stratton 4 Bedroom Home

  • 4
  • 11
  • Min stay varies

$250

Details

1 / 7

Near Okemo and Manchester, VT Contemporary Rental Home at base of national forest with In-law Apartment

  • 4
  • 8
  • 30 nights min

$376

Details

1 / 17

**Spectacular Green Mtn Natl Forest Retreat **

  • 5
  • 10
  • 7 nights min

$501

Details

1 / 16

Newly Remodeled Townhome

  • 3
  • 12
  • 3 nights min

$300

Details

1 / 23

Incredible Home Sets Bar for Stratton Views&Luxury

  • 4
  • 12
  • 2 nights min

$800

Details

1 / 16

Blue Door Farm Cottage - SKI! Bromley 4mi., Magic 5mI., Stratton 12mi, Okemo..

  • 2
  • 5
  • Min stay varies

$99

Details

1 / 24

Amazing 100 Acre Estate in the Heart of Manchester

  • 9
  • 20
  • 2 nights min

$750

Details

1 / 21

Log Home w/ first class amenities near OKEMO Mtn

  • 5
  • 15
  • Min stay varies

$425

Details

1 / 31

Elegant home near Stratton Mountain with a shared pool, hot tub & gym!

  • 3
  • 8
  • Min stay varies

$201

Details

1 / 17

Pond Mountain Inn: Loft Apartment Suite

  • 1
  • 4
  • 2 nights min

$180

Details

1 / 16

2016-17 Booking now for entire Ski Season $8000.00

  • 3
  • 7
  • 3 nights min

$351

Details

1 / 22

Slopeside Townhome in Bromley Village

  • 4
  • 11
  • 2 nights min

$275

Details

1 / 24

Private Indoor Pool! -TREAT YOURSELF 2017 VT VACAY

  • 4
  • 8
  • 3 nights min

$501

Details

1 / 20

The Hermit Thrush Treehouse

  • 2
  • 5
  • 2 nights min

$140

Details

1 / 14

NEW- Gorgeous home + views- near skiing, shopping

  • 4
  • 10
  • 2 nights min

$351

Details

1 / 23

Right On The Bottom Of Hunter Mountain, Sitting On Top Of The River, Cozy Cabin

  • 4
  • 8
  • 1 night min

$334

Details

1 / 28

NEW! 5BR Rupert Villa w/ Private Pool & Large Deck

  • 5
  • 15
  • Min stay varies

$300

Details

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