Jamaica, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Jamaica, Vermont on RentalSaver.com!

Jamaica Rentals

From $601 per night (USD)
VRBO
MtSnow/Stratton Chalet w/Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Welcome to Our Vermont Retreat! Nestled in picturesque Vermont, our cozy cabin is your year-round getaway. Privately loc ...
From $601 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Plush Vermont ski + summer chalet in serene Jamaica Vermont!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
When you stumble on Jamaica Vermont, during the crisp sun-filled summer swimming season, you'll find yourself promptly m ...
From $316 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Stratton Mountain Escape w Hot Tub|Deck|Projector
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
4 different ski resorts to choose! Experience Vermont charm at my beautiful mountain home. Soaring ceilings and huge win ...
From $473 per night (USD)
VRBO
From $736 per night (USD)
VRBO
Cozy ski retreat 7 minutes from Stratton's Sunbowl!
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
Desired location for skiers (down hill mountain bikers, golfers and outdoor enthusiasts alike). Enjoy your stay with fam ...
From $736 per night (USD)
VRBO
From $438 per night (USD)
VRBO
5BR, 6 min from Stratton, pet friendly, private, jacuzzi tub, wrap around deck!
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Lovely private home with tons of natural light and plenty of space to spread out! With bedrooms and bathrooms but upstai ...
From $438 per night (USD)
VRBO
From $1023 per night (USD)
Expedia
Family Friendly Stratton Home for All Seasons, 7 min to ski mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Come enjoy our year round mountain home! Upon entering, you will be greeted by a bright, open living concept with stunni ...
From $1023 per night (USD)
Expedia
$Paradise Vermont, Nature Chalet With Indoor Hot Tub\n$
From $1973 per night (USD)
VRBO
Paradise Vermont, Nature Chalet With Indoor Hot Tub\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from th ...
From $1973 per night (USD)
VRBO
$Stratton Mountain Home\n$
From $603 per night (USD)
Expedia
Stratton Mountain Home\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Sleeps 11, 4 bed, 3.5 bath. 11 min to Stratton, 15 to Bromley. Perfect for 2 families. Kick back and relax in this cal ...
From $603 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Near Magic Mtn &Stratton Mtn ski resorts, outdoor is fun and great leaf peeping.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly Remodeled! The Snowflake Hideaway is a great house for all seasons. Located off Rt 30 in Southern Vermont, it is c ...
From $408 per night (USD)
VRBO
From $1007 per night (USD)
Expedia
Charming home with hot tub, game room, fireplace, & ski lodge parking
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Ski You Later Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1007 per night (USD)
Expedia
From $1057 per night (USD)
VRBO
Amazing Family Luxury Home - Near Stratton Mountain - Seasonal Rental options!!!
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Wonderful Luxury Family Home in Vermont. Close to everything including Stratton Mountain. Private home with gourmet Eat ...
From $1057 per night (USD)
VRBO
From $652 per night (USD)
VRBO
Charming Stratton 4BR Chalet - a cozy ski retreat and family getaway!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Ski the day and relax with the whole family at this peaceful Vermont retreat. Located 5 minutes from Stratton Mountain R ...
From $652 per night (USD)
VRBO
From $552 per night (USD)
VRBO
Family Friendly Cozy Country Chalet -- Close to skiing, hiking, kayaking, golf
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Great family fun awaits you at his owner-built, bright, contemporary country chalet, within minutes of four ski areas. ...
From $552 per night (USD)
VRBO
From $1975 per night (USD)
Expedia
Shaw Chalet a private resort
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This very modern cozy house has spectacular views of six mountains. Located at the top of Stratton overlooks the valley ...
From $1975 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Room for the whole family!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Welcome to The Bears Den, the perfect mountain retreat just 5 minutes away from Stratton mountain resort! With 4 bedroom ...
From $461 per night (USD)
VRBO
From $425 per night (USD)
VRBO
Modern and Cozy retreat minutes from Stratton mt.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our three bedroom chalet features SMART home technology {use Google tip control ligts,fan,music). House has an open con ...
From $425 per night (USD)
VRBO
From $448 per night (USD)
VRBO
3 minutes to Stratton. Cozy 1 bedroom/ 1 bath apartment for 4. Private entrance
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private entrance to apartment with parking in driveway directly next to apartment door. Cozy apartment has 1 bedroom wit ...
From $448 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Countryside, mountain-view house near eagle's nest with patios - dog-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Electric Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $353 per night (USD)
Expedia
From $768 per night (USD)
VRBO
Modern Cottage between Stratton and Mount Snow
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Escape to this inviting, newly remodeled, charming chalet conveniently located between Mount Snow and Stratton. It offer ...
From $768 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Home on 10 Acres: 'Yellowstone in Vermont'
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Gather your friends and family for a true nature retreat at ‘Yellowstone in Vermont,’ a spacious 4-bedroom, 2-bath vacat ...
Click For Pricing
Expedia
From $425 per night (USD)
VRBO
Wander In | Close to Mount Snow & Stratton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover the best of Southern Vermont from this newly built home completed in 2024. Nestled in a peaceful woode ...
From $425 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Cozy Riverfront Home in beautiful Jamaica
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Surrounded by tall pines and mountains, with the tranquil sound of the West River outside, here you can escape into natu ...
From $335 per night (USD)
VRBO
From $435 per night (USD)
VRBO
Cozy Retreat with Hot Tub Right Off the Master Bedroom!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to this secluded mountain haven, nestled in the heart of Stratton Mountain, Vermont. This spacious home comfortab ...
From $435 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Chalet 7 minutes to Ski Stratton, Woodstove, Starry Skies, FirePit, View, DogsOK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Authentic mountain chalet surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-min ...
From $548 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Authentic post & beam cabin surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7-m ...
From $442 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Cottage 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Authentic post & beam cottage surrounded by forest. Private location off a quiet road, 3 miles to Stratton Sun Bowl (a 7 ...
From $467 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Charming riverside cabin in Jamaica, VT with hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This charming cabin in Jamaica, VT is perfect for your getaway. With 4 bedrooms, it's ideal for families or a group of f ...
From $387 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Spacious dog-friendly home, fireplace, firepit, sauna, jet tub, decks, wifi
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Secluded Mountain House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $524 per night (USD)
Expedia
From $2070 per night (USD)
VRBO
VT Family Oasis - 10 Mins to Stratton
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
This 5-bedroom, 5 bath luxury home less than 5 miles from the base of Stratton Mtn. With it's expansive great room welco ...
From $2070 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Secluded Mountain Retreat: Gorgeous Views, 5 Mins to Stratton, Sauna, Firepit
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Upgraded 5 bedrooms, 3.5 baths house on a premium lot. Majestic mountain views in the heart of ski country! Just 3.5 mil ...
From $423 per night (USD)
Expedia
From $696 per night (USD)
VRBO
Brazer's Way Minutes to Sun Bowl & Stratton Base Lodge
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Located just minutes away from Sun Bowl and Stratton Base area don’t miss this opportunity to rent this newly updated si ...
From $696 per night (USD)
VRBO
From $516 per night (USD)
Expedia
Townhouse w/hot tub, fireplace, shuttle, wifi, w/d, community sports club
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Piper Ridge B15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $516 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Cozy house w/ mtn views, sauna, fire pit, BBQ, fireplace, w/d, deck, wifi, EV
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Fawn Ledge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $296 per night (USD)
VRBO
From $2865 per night (USD)
Expedia
Vibes & Views In Stratton
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Indulge in breathtaking vistas of Stratton and Bromley Mountain from this expansive Adirondack-style residence. Designed ...
From $2865 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Beautiful dog-friendly house w/ fireplace, firepit, bbq, deck, patio, w/d, wifi
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Green Mountain Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $404 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Beautiful house w/ mountain views, hot tub, fireplace, air hockey, bbq, a/c
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beauchamp Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $490 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Red Hemlock Retreat | Hot Tub & Close To Mountains
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Summary: Escape to Vermont in this spacious retreat, perfect for families or groups! Just 15 minutes to Mount Snow and 2 ...
From $704 per night (USD)
VRBO
From $320 per night (USD)
Expedia
Rustic cabin in serene location with fireplace and pool access
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Clark's Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $320 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
This cozy, rustic Log cabin sits on 1 acre in the Snow Mountain community. Located 10 minutes from Mt. Snow (7 miles) 2 ...
From $350 per night (USD)
VRBO
From $1583 per night (USD)
Expedia
Secluded Luxury Lodge | Heated Pool Open!
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
THE HEATED POOL IS OPEN! JUMP IN! STUNNING PANORAMIC MOUNTAIN VIEWS FROM EVERY ROOM Escape to nature in our private lod ...
From $1583 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Enchanting A-Frame in Jamaica, VT
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Secluded A-frame home near Mt. Snow and Stratton Ski with wood stove & streaming! Take some time to relax and reconnect ...
From $525 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Mountain Haven for Families | Deck | Shuttle | Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
- Escape the everyday at this mountain retreat with stunning views and a private deck - Spacious townhome with 3 bedroom ...
From $420 per night (USD)
Expedia
From $1148 per night (USD)
VRBO
New 6-BR Luxury Home 6 Min from Stratton w/hot tub
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Summary: Escape to this newly built 6-BR home, located on the Stratton Mountain access road, just 6 minutes from the lif ...
From $1148 per night (USD)
VRBO
From $855 per night (USD)
VRBO
Stratton MTN Retreat~4BR/10Bed Ski House w/2 MSTRS-Jacuzzi-Game RM-3mins to MTN!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Great Escape - Spacious Ski House at Stratton Mountain! Come make memories in our warm and inviting 4-bedroom (2 Master ...
From $855 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Snowflake A Frame House : Your Cozy Retreat near Stratton Mt.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Vibrant Vermont Weekend or -Monthly Winter Getaway Less then 2 Miles from Lifts at Stratton Mt. Welcome to your dream es ...
From $921 per night (USD)
Expedia
From $269 per night (USD)
Expedia
Charming gingerbread A-frame situated on 3 acres, woodstove, A/C, deck
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Koliba Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $269 per night (USD)
Expedia
From $584 per night (USD)
VRBO
The Great Escape!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Nestled in the forest just 7 minutes to Mt Snow and 15 minutes to Stratton, this charming cabin seamlessly blends comfor ...
From $584 per night (USD)
VRBO
Click For Pricing
Expedia
Greek Revival Ski/Farmhouse, Saltwater Hot Tub, 10 minutes to Stratton Mountain.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Nestled in Jamaica, this lovely 1830 farmhouse is a haven for guests seeking a soothing retreat. Take a hike out the fro ...
Click For Pricing
Expedia
From $605 per night (USD)
VRBO
Cozy 5-bedroom barn style home in Jamaica, with a sauna.
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Come and enjoy my beautiful 5 bedroom, 2 bathroom ski house in Jamaica. The property is very cozy, and offers lots of pr ...
From $605 per night (USD)
VRBO
From $758 per night (USD)
Expedia
MtSnow/Stratton Ski Lodge-Hot Tub-Game Room-Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Just 12 minutes from Mount Snow and 23 minutes from Stratton, our 4-bedroom designer retreat offers 9 beds, 3 full bathr ...
From $758 per night (USD)
Expedia
From $852 per night (USD)
VRBO
Stratton Mtn Ski Chalet w/ Giant Views in Winhall
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Secluded Natural Surroundings | Sun-Soaked Living Space | Cozy Fireplace Enjoy all-season adventures just beyond your ...
From $852 per night (USD)
VRBO
From $460 per night (USD)
Expedia
Cabin 7 min to Ski Stratton, Wood-Fired Sauna, Brook View, Woodstove, Dogs OK
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Unique glamping cabin across from babbling brook. Non-piped water system includes foot pumps for faucets, hand pump for ...
From $460 per night (USD)
Expedia
From $1736 per night (USD)
VRBO
Stratton Vermont Ski House with Stunning Views of Bromley Mountain
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Rainbow's End, our home away in the Green Mountains of Vermont. Our home is in the town of Bondville, just 10 ...
From $1736 per night (USD)
VRBO
From $590 per night (USD)
VRBO
Updated Mountain Chalet with shuttle to Stratton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This spacious home, situated on a beautiful pond, is a great spot for a family looking to ski or explore the area year-r ...
From $590 per night (USD)
VRBO
From $356 per night (USD)
VRBO
Cozy house w/ clubhouse heated pool, fireplace, balcony, jacuzzi, w/d, wifi
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The Last Run Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $356 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Dog friendly, near Stratton, Magic & Bromley
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Just miles from Stratton, Bromley, and Magic Mountains. Close to Lowell Lake and Jamaica Falls for hiking and water spo ...
From $254 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Cozy Cottage at Cold Moon Farm!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just minutes to Stratton Mountain, and within 30 minutes of four other mountains, this cozy cottage on Cold Moon Farm wi ...
From $235 per night (USD)
VRBO
From $1331 per night (USD)
Expedia
Delightful updated farmhouse with original features, patio, and & W/D
Bedrooms:
4
Bathrooms:
6
Sleeps:
11
Sweet Berry Farm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1331 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Greek Revival Farmhouse w/salt water hot tub near Stratton Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
1830 Greek Revival Farmhouse on a babbling brook, 10-15 minutes to Stratton Mountain ski resort. Just steps from Jamaica ...
From $670 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Stylish Retreat Near Stratton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Consider this house your home away from home while you visit Jamaica. This brilliant property features 3 queen beds spre ...
From $422 per night (USD)
Expedia
From $339 per night (USD)
VRBO
The Deerwood Tiny Home | Mtn Views w/ Fireplace!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Enjoy the sounds of nature when you stay in this unique tiny home in Londonderry, Vermont. Perfectly located in ...
From $339 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Lucky Log Cabin- Hottub fireplace 12min to Mt Snow
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Escape to the tranquility of Vermont in this cozy, lucky mountain log cabin tucked away on a quiet, wooded hillside. Des ...
From $425 per night (USD)
Expedia
From $1267 per night (USD)
VRBO
4-bedroom Lake Front House in Quntisential Private Vermont Setting
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Experience Vermont at its finest with this exceptional lakefront property, offering direct backyard access to a pristine ...
From $1267 per night (USD)
VRBO
From $760 per night (USD)
VRBO
Cold Moon Farm!
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Just minutes to Stratton Mountain, and within 30 minutes of four other mountains, this huge house on Cold Moon Farm will ...
From $760 per night (USD)
VRBO

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Jamaica Rentals

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Results: 164 Rentals