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

Windsor Area Rentals

From $254 per night (USD)
VRBO
Condo with Ski-in/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Find your Okemo escape in our cozy and charming ski-in/ski-out condo with mountain views! Walk out your door and experie ...
From $254 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Tasteful 5-BR Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Charming and centrally located, this 5-BR townhome is perfect for friends and families visiting Okemo. The home ...
From $404 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Castle Hill Condos O2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $325 per night (USD)
VRBO
From $614 per night (USD)
VRBO
Beautiful farmhouse in Historic village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our beautiful and comfortable 1850s family farmhouse is modernly equipped and available for monthly stays through the se ...
From $614 per night (USD)
VRBO
From $1055 per night (USD)
VRBO
Minutes to Skiing/Hot Tub/Arcades
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Indulge in the ultimate mountain getaway in our stunning ski town house. Perched atop a scenic hillside, this exquisite ...
From $1055 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to sweeping Vermont views from this designer-built Mt. Ascutney cabin — with fire pit, chef’s kitchen, and cozy ...
From $408 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Beautiful Green Mountain views near Killington
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Vermont getaway. Located in pretty Timber Hawk Development, this is a private location with incredible mountain/valley, ...
From $660 per night (USD)
VRBO
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Expedia
Modernized Vermont Farmhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Open, modernized, cozy farmhouse with lovely Vermont country views, wonderful kitchen, huge mudroom with laundry. 15" fr ...
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Expedia
From $497 per night (USD)
VRBO
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Mountain View Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $497 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Spacious Home w/Seasonal Lake View, Wood Stove, Washer/Dryer & Cable
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Walk to the Lakes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $532 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Hawk Mountain home with a sauna, wooded views, & washer/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Salt Ash Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $486 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Solitude Village H103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $175 per night (USD)
Expedia
From $489 per night (USD)
VRBO
8 Mi to Okemo Mtn: Charming Ludlow Studio!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Peaceful & Secluded Location | Free WiFi | Steam Shower | Off-Street Parking Your next peaceful couple’s retreat awaits ...
From $489 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Rural mountain-view home near skiing with screened porch, firepit, & game room
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
The Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $497 per night (USD)
Expedia
From $522 per night (USD)
VRBO
All-Season Ludlow Apartment: 3 Mi to Okemo Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whether you’re in the mood for a warm summer getaway or a dreamy winter vacation, you’ll find it here at this Ludlow apa ...
From $522 per night (USD)
VRBO
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Expedia
Beautifully restored 1800s farmhouse near ski slopes & steps from VAST
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sugar House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Expedia
From $459 per night (USD)
VRBO
Great home near Main St - washer/dryer, fireplace, Quechee Club access available
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Dwight Road Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $459 per night (USD)
VRBO
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Expedia
Comfy Ludlow Apartment ~ 3 Mi to Okemo Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Transport yourself to a winter wonderland when you stay at this family-friendly apartment in Ludlow. With 2 bedrooms, 2 ...
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Expedia
From $1312 per night (USD)
VRBO
Historic Farmhouse in Andover Vermont
Bedrooms:
6
Bathrooms:
11
Sleeps:
24
Situated on 20 acres in the Andover, Vermont countryside and in close driving distance to Okemo, Magic, Stratton, and Br ...
From $1312 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Lovely Ludlow Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three-bedroom home is located in the beautiful South Hill area with great access to Okemo Ski Resort, which is just ...
From $498 per night (USD)
VRBO
From $530 per night (USD)
VRBO
3 BR Ski-in/Ski-Out Fireplace, Pool, Full Kitchen
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Experience the pinnacle of ski-in/ski-out luxury at Winterplace. This inviting 3-bedroom, 2-bathroom condo in t ...
From $530 per night (USD)
VRBO
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Expedia
1st floor 2 Bedroom Ski in/Ski Out Condo at Okemo Winterplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
First floor 2 bedroom condo at Winterplace. Cozy living room with wood fireplace. Step out the back door and right ont ...
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Expedia
From $342 per night (USD)
VRBO
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the beauty of Vermont alongside modern comforts and premier amenities at this 3-bedroom, 2.5-bath vacation re ...
From $342 per night (USD)
VRBO
From $824 per night (USD)
VRBO
Luxury Vermont Vacation Rental: Private Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Your mountain escape awaits at this spacious vacation home in West Windsor, VT! Adorned with wood paneling, cathedral ce ...
From $824 per night (USD)
VRBO
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VRBO
Stunning townhome with on-site golf, pools, ski trails, and fitness center
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Windsor Village 3E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $567 per night (USD)
Expedia
Cozy Log Cabin Short Drive to Okemo & Killington
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get away to the Caven Cabin! Secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your mor ...
From $567 per night (USD)
Expedia
From $611 per night (USD)
VRBO
Hilltop 5-BR Carriage House 4-Min to Okemo
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Enjoy the bucolic hills overlooking Ludlow in this charming 5 bedroom converted carriage house, featuring ample ...
From $611 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Reillys Rest-private home in Green Mtns, kid-pet friendly-Ski,Bike,Walk,Relax!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Reilly's Rest on Holden Hill Rd. is a private home on 6 acres located in a prime location to ski, bike, hike, walk and r ...
From $280 per night (USD)
Expedia
From $1238 per night (USD)
VRBO
Hilltop 9-BR Mountain Retreat 5-min to Okemo
Bedrooms:
7
Bathrooms:
9
Sleeps:
19
Summary: Unique, expansive, and newly-renovated retreat on a private hill overlooking Okemo & Ludlow. 5-min to the Base ...
From $1238 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Contemporary 4-BR Cabin 5-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base ...
From $687 per night (USD)
Expedia
From $1329 per night (USD)
VRBO
Mountainside 5-BR Ski-In/Out Okemo Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Summary: Gather your family and friends at this ski-in, ski-out, 5-BR mountainside retreat. Located on Okemo Mountain, t ...
From $1329 per night (USD)
VRBO
From $719 per night (USD)
Expedia
Idyllic 5-BR Chalet 1-min to Okemo
Bedrooms:
6
Bathrooms:
5
Sleeps:
16
Summary: Enjoy the beauty and activities of the Green Mountains in this recently renovated 5-BR chalet, located just off ...
From $719 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Elegant 3BR with Fireplace & Shuttle to Slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Welcome to our beautifully updated ski home near Okemo Mountain. This three-bedroom, two-bath condominium comfo ...
From $292 per night (USD)
VRBO
From $367 per night (USD)
Expedia
Ski in/Ski out nicely updated 2 BR condo on Okemo Mountain ski trails.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The best vacations start off with the best places to stay and this property will not disappoint! This sunny and cozy up ...
From $367 per night (USD)
Expedia
From $1113 per night (USD)
VRBO
Mountainside Home, Great Views! - Birds Eye View
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Summary: This luxurious modern/contemporary house nestled on the mountainside in majestic Quechee is nothing short of a ...
From $1113 per night (USD)
VRBO
From $690 per night (USD)
Expedia
New! Luxurious Escape, Hot Tub - Quechee Meadows
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcoming you to a comfortable haven, the 4-bedroom, dog friendly home in Quechee Lakes features spacious prima ...
From $690 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Family & Game Rooms, Large Deck - Highland Ridge
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Welcome to this beautifully appointed 4 bedroom, 2.5 bathroom home nestled in the heart of the Quechee woods. ...
From $607 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Dark Horse Cottage. Our picturesque getaway in rustic Vermont, will greet you with views and sounds of the Re ...
From $206 per night (USD)
Expedia
From $1106 per night (USD)
VRBO
Stunning Vermont Mountain Escape Minutes to Skiing
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our recently renovated 5 bedroom, 2 bathroom home is nestled away in a tranquil setting and was designed with your comfo ...
From $1106 per night (USD)
VRBO
From $564 per night (USD)
Expedia
Ski Retreat Townhome in Plymouth, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space Welcome to Grand View Lodge Ski Retreat! This 3BR/2BA condo/townhome provides three spacious floors of ...
From $564 per night (USD)
Expedia
From $1171 per night (USD)
VRBO
Cozy Kettlebrook 2BR: Ski Access, Fireplace & Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to this ultra-cozy ski-on/ski-off slopeside condominium at Okemo Mountain! Located in the Kettlebrook V ...
From $1171 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Trailside Mountain View 4-BR Okemo Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Come enjoy time with friends and family at this luxurious four-bedroom slopeside retreat in Trailside Village o ...
From $627 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Mountainside 4-BR Chalet 2-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: Discover your perfect ski retreat at our 4-bedroom chalet, just 2 minutes from Okemo Mountain and 1 minute from ...
From $704 per night (USD)
VRBO
$Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking$
From $791 per night (USD)
Expedia
Modern 4-Bedroom Mountain Retreat\nMinutes to Lake Rescue & Echo and Hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Perfect for any season, you will love staying at this beautifully constructed & centrally located house. Gorgeous sunl ...
From $791 per night (USD)
Expedia
From $880 per night (USD)
VRBO
Skiers Paradise, 15 min to Okemo and Killington
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the perfect Ski getaway nestled in the heart of VT - just a stone's throw (15 min drive) away from the Killin ...
From $880 per night (USD)
VRBO
From $621 per night (USD)
Expedia
Tree-lined home with firepit, open interior & washer/dryer - near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Knoll Perch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $621 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Family-Friendly Condo at Okemo w/ Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: This mountain community offers guests direct access to the slopes, especially at this on-trail unit sitting rig ...
From $627 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Remote Escape: Vermont Cabin w/ Mountaintop Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ever feel nostalgic for a cozy cabin, a fire pit, and a scenic view? Discover the beauty of those 'little things' at thi ...
From $271 per night (USD)
VRBO
From $727 per night (USD)
VRBO
Newly Renovated 4-BR Country Retreat 5-Min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy the scenery, tranquility, and recreation of the Green Mountains in this newly renovated 4-BR home, minute ...
From $727 per night (USD)
VRBO
From $1111 per night (USD)
Expedia
Alpine 6-BR Estate On Okemo Mountain
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
Summary: Experience elevated Green Mountain living in this 6-BR, expansive timber-frame chalet on the mountainside of Ok ...
From $1111 per night (USD)
Expedia
From $1070 per night (USD)
VRBO
Located in the heart of Ludlow, Minutes from Okemo
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Enjoy winters or summers in our 7 bedroom house located minutes from Okemo mountain and golf course. Perfectly located ...
From $1070 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a private room, bathroom & shower in the historic Chester Inn, circa 1780. This charming property is conveniently ...
From $161 per night (USD)
Expedia
From $651 per night (USD)
VRBO
Maple Leaf Manor - 1864 Brick Federal Style Farmhouse with a modern touches.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Maple Leaf Manor provides its guests with a comfortable stay in a renovated 1864 Brick Federal Style Farmhouse on 8 acre ...
From $651 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Vermont's Cozy Autumn Cabin at Trail End Ranch!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The log cabin at Trail End Ranch, which boasts the most comfortable beds, a well appointed kitchen/ living area. A per ...
From $242 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy ski-in/ski-out access at this one-bedroom ski home located next to the base area A & B Quads, the F-10 Magic Carpe ...
From $402 per night (USD)
VRBO
From $312 per night (USD)
Expedia
The Dorothy-10 minutes from Okemo- freshly renovated
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to The Dorothy, a unique stay with a style all its own, featuring a darling kitchen and an inviting dining room ...
From $312 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Fireplace, Dream Kitchen - 865 Marsh Family Rd
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to our stunning single-family home in Quechee! This comfortable three bed 2.5, bathroom home is the per ...
From $467 per night (USD)
VRBO
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Expedia
Adj to Farm, Log Cabin, Views! - Turkey Trot Lane
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Escape to the serene beauty of the Vermont countryside with a stay at this stunning, dog friendly, log cabin ho ...
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Expedia
From $580 per night (USD)
VRBO
Private! Sauna, 3BR/2Ba, Pet-Friendly - Twin Peaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Discover a refined getaway in this meticulously renovated 2.5-story saltbox single-family home nestled in the h ...
From $580 per night (USD)
VRBO
From $323 per night (USD)
Expedia
New Ski Mtn Condo, Walk to Ski Hill - Kingswood 6C
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Summary: Discover the ideal Quechee getaway at this recently renovated Kingswood condo, offering proximity to the Skiway ...
From $323 per night (USD)
Expedia
From $597 per night (USD)
VRBO
Mountainside 4-BR Lodge 2-min to Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Nestled on the mountainside of Okemo, this 4-BR inviting retreat offers the perfect blend of comfort and recrea ...
From $597 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Spacious Norwich Getaway
Bedrooms:
3
Bathrooms:
9
Sleeps:
16
Welcome to this serene 8-bedroom two-family property, nestled atop a quiet hill in Norwich, offering great Ji views and ...
From $571 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Loft at Pine Rock Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $276 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Cozy 2BR/1BA cabin for 6. Fireplace, outdoor fire pit, hot tub, and soaking tub.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy 2BR/1BA cabin, ideal for six guests. Relax by the indoor fireplace or outside by the fire pit and ho ...
From $370 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Ski-in/ski-out condo with mountain view, private balcony, & fireplace
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy Mountain Base Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $387 per night (USD)
VRBO
From $936 per night (USD)
VRBO
Spacious Ludlow Hideaway < 1 Mi to Okemo Mountain!
Bedrooms:
4
Bathrooms:
5
Sleeps:
13
Live like you’re on Okemo Mountain Resort from the comfort of a private wooded retreat at this Ludlow, VT, vacation rent ...
From $936 per night (USD)
VRBO
From $297 per night (USD)
VRBO
Ludlow Townhome: 3 Mi to Okemo Mountain!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Winter sports, scenic orchards, and beautiful falls and trails are waiting to be explored from this Ludlow, VT, vacation ...
From $297 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Cozy condo near skiing with fireplace & deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Cozy Mountain Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $273 per night (USD)
Expedia
From $230 per night (USD)
VRBO
2nd-floor downtown Ludlow studio condo with kitchenette, streaming
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Champagne Supernova Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $230 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Sauna, Close to Club - Gracious Dartmouth Place 9B
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to our newly renovated Dartmouth Place townhouse in Quechee Lakes, the perfect destination for your nex ...
From $450 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Converted Carriage Barn - The Carriage House Unit2
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: This stunningly renovated carriage house, surrounded by rolling green fields, is the perfect launching point fo ...
From $409 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Golf Course Views! Cozy Fireplace | Coach Road 14B
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your perfect vacation! This beautifully decorated end unit is the ideal getaway on the stunning High ...
From $411 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Luxury Living in Heart of Quechee - Mill Run 6C
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to our luxurious two-bedroom condo that sleeps four! Nestled in the heart of Quechee, you'll enjoy the ...
From $299 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Heart of Quechee, Community Pool - Deere Run 2D
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Indulge in the beauty of Quechee and create lasting memories at this retreat, where each corner whispers tranqu ...
From $455 per night (USD)
Expedia
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VRBO
Luxe Forest Getaway with Hot Tub - Maple Stay
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summary: Welcome to our inviting 3-bedroom, 1.5-bathroom, dog friendly, getaway, where every detail is designed with you ...
Click For Pricing
VRBO
From $399 per night (USD)
Expedia
Chester Farmhouse Ski Retreat near Slopes
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to our 4-bedroom Chester farmhouse—blending Vermont charm with mid-century style only 15 mins from Okemo, Magic ...
From $399 per night (USD)
Expedia
From $789 per night (USD)
VRBO
Okemo Mountain Escape: 3BR Luxury Trailside Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: This luxury ski home is bound to impress with a fully updated interior, three suites, a stunning kitchen, and d ...
From $789 per night (USD)
VRBO
Click For Pricing
Expedia
Trailside Bliss 2BR ski-in/ski-out, Views Sleeps 8
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: This complex offers a private shuttle for easy drop-off at the top of the Sachem trail with walkable access to ...
Click For Pricing
Expedia
From $681 per night (USD)
VRBO
Mountain Vista 3-BR Haven at Jackson Gore Resort
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Indulge in luxury at this spacious retreat within Okemo's Jackson Gore Resort. Featuring three bedrooms, three ...
From $681 per night (USD)
VRBO
From $482 per night (USD)
Expedia
3BR Lake & Slope Retreat: Near Okemo w/ Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Summary: Looking to stay close to Okemo but with ample privacy and peaceful surroundings? You've found the perfect home ...
From $482 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Pet-Friendly, Mountainside Home - Treetop Lodge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Our vacation home is the ultimate getaway for families and groups looking to indulge in luxurious comfort and e ...
From $362 per night (USD)
VRBO
From $877 per night (USD)
Expedia
Game Room/Bar, Sleeps 14 - Mountain View Estate
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Summary: This luxurious five-bedroom home sleeps 14 and offers guests all the amenities and services needed for a comfor ...
From $877 per night (USD)
Expedia
From $841 per night (USD)
VRBO
OKEMO WINTERPLACE Best Location, Ski-In/Ski-Out 4BR/3BATH + LOFT. Spacious.
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Winterplace is a perfect escape for summer, fall or winter relaxation or adventure. Best Location SKI-IN/SKI-OUT⛷ with ...
From $841 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Modern Chalet w/ Serene Views and Jacuzzi Hot Tub- 15 Minutes to Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideal to host up to 6 guests, this home on 2 acres of land is a perfect retreat for anyone looking to be in the heart of ...
From $352 per night (USD)
Expedia
From $374 per night (USD)
VRBO
Secluded farmhouse with private inground pool!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Escape to Your Vermont dream vacation… Nestled in the heart of Vermont’s picturesque countryside, this charming farmhou ...
From $374 per night (USD)
VRBO
Click For Pricing
Expedia
Spruce Moose Cottage | Tiny House on 65 private acres
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spruce Moose Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
Expedia
From $948 per night (USD)
VRBO
Okemo Mountain View Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Welcome to this spacious 5-bedroom, 3 ½ bathroom home, prefect for accommodating large groups of up to 12 people. Locate ...
From $948 per night (USD)
VRBO
Click For Pricing
Expedia
Historical home overlooking the river, walk to the village & covered bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Maple's Suite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For Pricing
Expedia
From $449 per night (USD)
VRBO
Historic 150-year-old farmhouse, Jacuzzi included
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to The Farmhouse of VT - your perfect Vermont recharge spot. Step back in time in this large 1869 farmhouse, wh ...
From $449 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Home with private apartment, patio, fireplace, on-site pool, gym & tennis access
Bedrooms:
6
Bathrooms:
3
Sleeps:
10
A1 at Castle Hill Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $526 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Townhome with patio & on-site pool, hot tub, sauna & tennis access
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
A1 at Castle Hill - Townhome Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $291 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Ground-floor apartment with pool, hot tub, tennis & gym access - near skiing
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A1 at Castle Hill - Apartment Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $206 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Weston Vacation Rental - Close to Ski Resorts!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Private Fire Pit Surrounded by world-class ski resorts and scenic hiking trails, this 3-bedroom, 1-bath vacation rental ...
From $461 per night (USD)
VRBO
From $1093 per night (USD)
Expedia
Luxury Ski Chalet - Okemo Killington
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brand new house 1 mile to the Okemo lifts and 20 minutes to Killington Skyeship Base. 4 bedrooms, 2.5 baths with open li ...
From $1093 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Renovated ski house near Okemo and Stratton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
You will enjoy Vermont at this beautifully renovated house set on 12 acres in the quaint town of Chester. You can relax ...
From $520 per night (USD)
VRBO
From $410 per night (USD)
Expedia
Monthly or Seasonal rental. Sleeps 9, pet friendly! 5 mins to Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Welcome to our 3 bedroom plus den, pet friendly house on the Black River. Just a short drive to Okemo mountain and walki ...
From $410 per night (USD)
Expedia
From $433 per night (USD)
VRBO
Two-story condo with forest views, Echo Lake beach access, pool, dock & tennis
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Birch Landing #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $433 per night (USD)
VRBO
From $484 per night (USD)
Expedia
4-BR Timeless Farmhouse 3-min to Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Enjoy the charm and convenience of Ludlow Village in this newly-renovated 4-BR farmhouse, located on Main Stree ...
From $484 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Northern Comfort @ Osprey Place - Plymouth, VT
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
In the summer and fall, enjoy the nearby lakes, drive Route 100 and enjoy the foliage, or visit small towns within a 30- ...
From $533 per night (USD)
VRBO
From $292 per night (USD)
Expedia
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax on the patio on the bank of the Williams River to watch the leaves turn, explore hiking trails, enjoy the outdoor ...
From $292 per night (USD)
Expedia

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