Hot Stockbridge Cottage Rates

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Featured Cottages in Stockbridge

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
Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers

West Rutland
Located in West Rutland, this cottage is on a river, within a 10-minute drive of Ira Town Hall and Wilson Castle.
Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester
The price is AU$328 per night from 20 Apr to 21 Apr
AU$328
includes taxes & fees
20 Apr - 21 Apr
A stay at this cottage places you in the heart of Brandon, within a 5-minute drive of Leicester Town Hall and Salisbury Free Public Library.
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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, Pico and Rutland.
Woodstock Village Carriage House

Woodstock Village Carriage House

Woodstock
With a stay at this cottage in Woodstock, you'll be on the waterfront, just a 1-minute walk from Marsh-Billings-Rockefeller National Historical Park and 6 minutes ...
Woodstock Village Carriage House
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
Cozy Cabin Retreat

Cozy Cabin Retreat

Roxbury
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
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
When you stay at this cottage in Stockbridge, you'll be in the mountains, within a 5-minute drive of Belcher Library and Green Mountain National Forest.
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
Pet-friendly Roxbury Farmhouse on 350 Acres!

Pet-friendly Roxbury Farmhouse on 350 Acres!

3 out of 5
Roxbury
With a stay at this cottage in Roxbury, you'll be within a 15-minute drive of Chandler Music Hall and Playhouse Movie Theatre.
Pet-friendly Roxbury Farmhouse on 350 Acres!
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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
47 Cottages
Lowest Price
AU$189
Highest Price
AU$590
Popular accommodation
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Some places accept dogs. At The Paw House Inn, we CATER entirely to dog lovers, Pristine Custom Cottage, Grand Piano, Massage Studio on Site, The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., Woodstock Village Carriage House, Cozy Historic Hilltop Cottage with Mount Ascutney View, Cozy Cabin Retreat, Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, Pet-friendly Roxbury Farmhouse on 350 Acres!

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$216 per night from 6 Apr to 7 Apr
AU$216
includes taxes & fees
6 Apr - 7 Apr
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
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$189 per night from 20 Apr to 21 Apr
AU$189
includes taxes & fees
20 Apr - 21 Apr
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
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$590 per night from 8 Apr to 9 Apr
AU$590
includes taxes & fees
8 Apr - 9 Apr
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
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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$213 per night from 2 May to 3 May
AU$213
includes taxes & fees
2 May - 3 May
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
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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.