
Waterfront holiday rentals in Woodstock
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Woodstock

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $187 NZD per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
20 of Woodstock holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated waterfront accommodation in Woodstock
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

Private, 1 bedroom boutique tiny home
This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!
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Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub
Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!
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Cozy Comfort on 250 Acre Private Estate
If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.
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Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!
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Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow Falcon House on Social @falcon_house_vt
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Kolelemook Cottage!
Kolelemook Cottage - a peaceful lakeside retreat that offers something for everyone all year round. With pristine and shallow water, this lake is perfect for family recreation. We offer an inflatable swim platform, children and adult kayaks, as well as a paddle board for seasonal enjoyment (available Memorial Day-October 15). Board games and Smart TV for indoor entertainment. 10 min. to downtown New London, 20 min. to Sunapee Ski Resort, with loads of hiking options just a short drive away.
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Sugar River Treehouse
Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.
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Log Cabin - Relaxing Retreat w/1pm Checkout
Cozy Cabin doesn’t charge an additional cleaning fee and offers a late 1pm checkout to our guests! We focus on a comfortable, relaxed, Vermont experience. If you’re looking for a peaceful, yet accessible location, we are situated on 15 acres located between Woodstock Village & Killington. There’s fiber WiFi, Hulu with MAX, +Live TV w/local channels, ESPN+, Disney+. Also Amazon movies & music, Netflix & Peacock. The Rec Room has a pool table, darts, lounge, gym and a desk for remote work.
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Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
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100 Acres Views & Creek near Woodstock/Killington
You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.
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Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
Tiny living at its best! Welcome to Bearfoot Cottage, a custom-designed Tiny House escape nestled on 15 acres in Southern Vermont. Enjoy the entire property to yourself with hot tub, Char-Griller BBQ, & Solostove firepit. Hike or snowshoe Ladybug Trail to our babbling brook. Then explore the best of Okemo Valley all at your fingertips! Ski/Snowboarding (+more Winter sports), biking, hiking, fishing, dining, breweries, and live music/nightlife. Your vacation is what you make it!
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Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.
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Popular amenities for Woodstock waterfront rentals
Waterfront apartment accommodation

Private Riverside Studio* Upper Valley*Vermont
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Kismet Cottage, Perfect for longer stays
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Historic District Overlooking the Mad River Studio
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Hideaway Lodge Lakefront- Screen Porch & MTN Views
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49 River Street
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Golden Milestone
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Swiss Chalet Family Retreat!
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Doc's Lake House 1st floor, 2 bdrm full apartment
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Waterfront house rentals

Modern 3-bedroom A-frame in Londonderry w/ Pond
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Top of the World! Jacuzzi! Private Hiking Trails!
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Luxury Condo Tucked in the Heart of Killington
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The Olde Norwich Cape
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Well appointed lakehouse. Peaceful family fun.
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The Grafton Chateau
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Lakefront Home - Ski Okemo, Killington and More!
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Newer Home on quiet 200 acre lake - sleeps 6
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Waterfront condo accommodation

Lake Pineo Fox Hollow Prime View
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Updated 2nd floor 2BR condo @ Mt Snow / HayStack
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*Seasonal Rental* Beautiful Condo 3 NearSugarbush
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Golf, Hike & Swim: Gem < 1 Mi to Sugarbush Resort
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2BR Riverfront 2nd-Floor | Balcony |
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Mad River Valley Sugarbush Condo
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Comfy Condo Minutes from the Mountains!
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Private condo w/stunning view of lake frontage
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When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $647 NZD | $662 NZD | $509 NZD | $474 NZD | $492 NZD | $552 NZD | $565 NZD | $548 NZD | $533 NZD | $575 NZD | $509 NZD | $603 NZD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
Destinations to explore
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- Waterfront rentals Windsor County
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- Waterfront rentals United States
- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Squam Lakes Natural Science Center
- Stinson Lake
- Ice Castles
- Mount Sunapee Resort
- Montshire Museum of Science
- Camp Plymouth State Park





