Hot Stockbridge Cottage Rates

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Featured Cottages in Stockbridge

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
Stay at this cottage in Stockbridge. Enjoy free WiFi, a garden, and balconies. Popular attraction Silver Lake State Park is located nearby.
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains
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
Stay at this cottage in Woodstock. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Taftsville Covered Bridge and Green Mountain Rock ...
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 NZ$359 per night from 6 Jan to 7 Jan
NZ$359
includes taxes & fees
6 Jan - 7 Jan 2025
Book a stay at this ski cottage in Brandon. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Lake Dunmore and Branbury State Park are located ...
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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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
Stay at this cottage in Ludlow. Enjoy a beach locale, a garden, and patios. Popular attractions Okemo Mountain Resort and Lake Rescue are located nearby.
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit
Cozy Cabin Retreat

Cozy Cabin Retreat

Roxbury
Stay at this cottage in Randolph. Enjoy free WiFi, a garden, and patios. Popular attraction Allis State Park is located nearby.
Cozy Cabin Retreat
Cozy Historic Hilltop Cottage with Mount Ascutney View

Cozy Historic Hilltop Cottage with Mount Ascutney View

Windsor
Stay at this cottage in Windsor. Enjoy free WiFi, a garden, and patios. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
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
Stay at this cottage in Windsor County. Enjoy a garden. Popular attractions VINS Nature Center and Vermont Institute of Natural Science are located nearby.
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
Stay at this cottage in Reading. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attraction Mount Ascutney is located nearby.
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Lovely Brookfield Home w/ Private Deck & Views

Lovely Brookfield Home w/ Private Deck & Views

3 out of 5
Brookfield
Stay at this 3-star cottage in Brookfield. Enjoy free parking, a garden, and patios.
Lovely Brookfield Home w/ Private Deck & Views
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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
43 Cottages
Lowest Price
NZ$263
Highest Price
NZ$381
Popular accommodation
Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains, 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, Cozy Cabin Retreat, 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!, Lovely Brookfield Home w/ Private Deck & Views

Top trending hotels in Stockbridge

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 NZ$381 per night from 14 Jan to 15 Jan
NZ$381
includes taxes & fees
14 Jan - 15 Jan 2025
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Killington Mountain Lodge, Tapestry Collection by Hilton
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 NZ$296 per night from 16 Jan to 17 Jan
NZ$296
includes taxes & fees
16 Jan - 17 Jan 2025
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Comfort Inn Rutland - Killington
North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
78 Weathervane Dr, Killington, VT
The price is NZ$311 per night from 8 Jan to 9 Jan
NZ$311
includes taxes & fees
8 Jan - 9 Jan 2025
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff ...
North Star Lodge and Resort
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Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is NZ$263 per night from 25 Dec to 26 Dec
NZ$263
includes taxes & fees
25 Dec - 26 Dec
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Days Inn by Wyndham Rutland/Killington Area
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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.