Hot Stockbridge Cottage Rates

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Featured Cottages in Stockbridge

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
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester
The price is AU$311 per night from 26 Feb to 27 Feb
AU$311
includes taxes & fees
26 Feb - 27 Feb
With a stay at this cottage, you'll be centrally located in Brandon, within a 10-minute drive of Lake Dunmore and Brandon Museum.
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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
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The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!

The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!

2 out of 5
Mendon
With a stay at this cottage in Rutland, you'll be in the mountains, within a 5-minute drive of Pico Mountain at Killington Ski Resort and Green Mountain National ...
The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!
Cozy Cabin Retreat

Cozy Cabin Retreat

Roxbury
The price is AU$367 per night from 24 Feb to 25 Feb
AU$367
includes taxes & fees
24 Feb - 25 Feb
Located in Randolph, this cottage is in the mountains, a 1-minute drive from Mad River Valley and 9 minutes from Allis State Park.
Cozy Cabin Retreat
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!
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
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 in the mountains, 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
Rustic Roxbury Ski Farmhouse With Trails!

Rustic Roxbury Ski Farmhouse With Trails!

3 out of 5
Roxbury
Located in Roxbury, this cottage is within a 15-minute drive of Chandler Music Hall and Playhouse Movie Theatre.
Rustic Roxbury Ski Farmhouse With Trails!
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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.

Stockbridge 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 Stockbridge 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 Stockbridge 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 Stockbridge, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Stockbridge Cottages essential information

Accommodation
39 Cottages
Lowest Price
AU$187
Highest Price
AU$367
Popular accommodation
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly, Pristine Custom Cottage, Grand Piano, Massage Studio on Site, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, The Mendon Cottage: Charming Home Close to Killington. Discounted Lift Tickets!, Cozy Cabin Retreat, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Cozy Historic Hilltop Cottage with Mount Ascutney View, Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, Rustic Roxbury Ski Farmhouse With Trails!

Top trending hotels in Stockbridge

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 2 Mar to 3 Mar
AU$232
includes taxes & fees
2 Mar - 3 Mar
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain ...
Comfort Inn Rutland - Killington
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$340 per night from 26 Mar to 27 Mar
AU$340
includes taxes & fees
26 Mar - 27 Mar
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd, Quechee, VT
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 9 Mar to 10 Mar
AU$187
includes taxes & fees
9 Mar - 10 Mar
With a stay at Align Inn Vermont in Quechee, you'll be in a state park, within a 15-minute drive of Dartmouth College and Quechee Gorge Village.
Align Inn Vermont
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My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66, Randolph Center, VT
Fully refundableReserve now, pay when you stay
The price is AU$238 per night from 28 Feb to 1 Mar
AU$238
includes taxes & fees
28 Feb - 1 Mar
Located in Randolph Center, My Place Hotel-Randolph VT is within a 5-minute drive of Whale Dance Sculpture and Vermont Veterans Memorial Cemetery.
My Place Hotel-Randolph VT
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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.