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Featured Cottages in Woodstock

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

Stockbridge
Located in Stockbridge, this cottage is within a 15-minute drive of Green Mountain National Forest and Silver Lake State Park.
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Charming Cavendish Cottage: All-Season Retreat!

Charming Cavendish Cottage: All-Season Retreat!

2 out of 5
Cavendish
Located in Cavendish, this cottage is within a 15-minute drive of Phineas Gage Memorial and Mt Ascutney State Park.
Charming Cavendish Cottage: All-Season Retreat!
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

Woodstock
When you stay at this cottage in Woodstock, you'll be on the waterfront, within a 5-minute drive of Taftsville Covered Bridge and Green Mountain Rock Climbing ...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
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Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ludlow
With a stay at this cottage in Ludlow, you'll be on the beach, within a 10-minute drive of Okemo Mountain Resort and Lake Rescue.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Cozy Historic Hilltop Cottage with Mount Ascutney View

Cozy Historic Hilltop Cottage with Mount Ascutney View

Windsor
With a stay at this cottage in Windsor, you'll be within a 15-minute drive of Mt Ascutney State Park and Brownsville Trail.
Cozy Historic Hilltop Cottage with Mount Ascutney View
Spruce Moose Cottage | Tiny House on 65 private acres

Spruce Moose Cottage | Tiny House on 65 private acres

Hartland
This cottage is 5.8 mi (9.3 km) from Woodstock Town Hall Theatre and 5.8 mi (9.4 km) from Red Wagon Toy Company.
Spruce Moose Cottage | Tiny House on 65 private acres
Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Reading
When you stay at this cottage in Reading, you'll be on a river and 11 minutes by car from Mt Ascutney State Park.
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Idyllic Wallingford Retreat - Near Skiing & Hiking

Idyllic Wallingford Retreat - Near Skiing & Hiking

3 out of 5
Wallingford
With a stay at this cottage in Wallingford, you'll be within a 15-minute drive of Green Mountain National Forest and Rutland Regional Medical Center.
Idyllic Wallingford Retreat - Near Skiing & Hiking
Weston Vacation Rental - Close to Ski Resorts!

Weston Vacation Rental - Close to Ski Resorts!

3 out of 5
Weston
With a stay at this cottage in Weston, you'll be within a 15-minute drive of Okemo Mountain Resort and West River.
Weston Vacation Rental - Close to Ski Resorts!
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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.

Woodstock Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Woodstock will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Woodstock definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Woodstock, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Woodstock Cottages essential information

Accommodation
59 Cottages
Lowest Price
AU$242
Highest Price
AU$597
Popular accommodation
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, Charming Cavendish Cottage: All-Season Retreat!, Cozy 1850s home on the riverfront with mountain & river views - dog-friendly, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Cozy Historic Hilltop Cottage with Mount Ascutney View, Spruce Moose Cottage | Tiny House on 65 private acres, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Idyllic Wallingford Retreat - Near Skiing & Hiking, Weston Vacation Rental - Close to Ski Resorts!

Top trending hotels in Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$597 per night from 20 Jan to 21 Jan
AU$597
includes taxes & fees
20 Jan - 21 Jan 2025
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 5 Jan to 6 Jan
AU$291
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee ...
The Shire Woodstock
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road, Woodstock, VT
Fully refundableReserve now, pay when you stay
The price is AU$242 per night from 1 Jan to 2 Jan
AU$242
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Woodstock, Sleep Woodstock Motel is on a river, within a 10-minute drive of Union Arena Community Center and Long Trail Brewing Company.
Sleep Woodstock Motel
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506 On the River Inn

506 On the River Inn

4 out of 5
1653 West Woodstock Road, Woodstock, VT
The price is AU$350 per night from 5 Jan to 6 Jan
AU$350
includes taxes & fees
5 Jan - 6 Jan 2025
Located in Woodstock (West Woodstock), 506 On the River Inn is within a 5-minute drive of Union Arena Community Center and Five Elm Arches.
506 On the River Inn
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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.

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^Subject to availability and chosen travel dates.