Compare Stockbridge Cottage Rentals

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Featured Stockbridge Cottages

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

$174 nightly
The price is $194 total per night
$194 total
Oct 15 - Oct 16
Total with taxes and fees
Guests of this cottage enjoy access to ski-in/ski-out access, laundry facilities, and a garden.
Kitchen
Washer
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
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
The Paw House Inn & Country Cottages

The Paw House Inn & Country Cottages

This cottage features a hot tub and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Cozy Cabin Retreat

Cozy Cabin Retreat

$190 nightly
The price is $213 total per night
$213 total
Oct 13 - Oct 14
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Free WiFi
Woodstock Village Carriage House

Woodstock Village Carriage House

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Cozy Historic Hilltop Cottage with Mount Ascutney View

Cozy Historic Hilltop Cottage with Mount Ascutney View

Guests staying at this cottage can enjoy a gym, a garden, and barbecue grills.
Pool
Kitchen
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!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

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

Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Hot Tub
Kitchen
Lovely Brookfield Home w/ Private Deck & Views

Lovely Brookfield Home w/ Private Deck & Views

3 out of 5
1149 Old Post Road, Brookfield, VT
This cottage features free WiFi in public areas and barbecue grills. You can take advantage of free parking if you drive. This smoke-free cottage also has a garden.
Kitchen
Parking included
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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.

Hotel Options in Stockbridge

    White River Inn and Suites

    White River Inn and Suites

    91 Ballardvale Drive, White River Junction, VT
    $99 nightly
    The price is $109 total per night from Nov 2 to Nov 3
    $109 total
    Nov 2 - Nov 3
    Total with taxes and fees
    6.8/10 (1,001 reviews)
    The Shire Woodstock

    The Shire Woodstock

    46 Pleasant St., Woodstock, VT
    $155 nightly
    The price is $170 total per night from Nov 2 to Nov 3
    $170 total
    Nov 2 - Nov 3
    Total with taxes and fees
    8.6/10 Excellent! (835 reviews)
    Woodstock Inn & Resort

    Woodstock Inn & Resort

    Fourteen The Green, Woodstock, VT
    $449 nightly
    The price is $494 total per night from Nov 2 to Nov 3
    $494 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9.2/10 Wonderful! (534 reviews)

Cottages

Book a cottage in Stockbridge
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Stockbridge. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Stockbridge better.

Cottage apartments in Stockbridge range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Stockbridge
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Stockbridge and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Stockbridge cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Stockbridge. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Stockbridge Cottages essential information

Accommodation
47 Cottages
Lowest Price
$109
Highest Price
$494
Popular accommodation
Pristine Custom Cottage, Grand Piano, Massage Studio on Site, The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland., The Paw House Inn & Country Cottages, Cozy Cabin Retreat, Woodstock Village Carriage House, Cozy Historic Hilltop Cottage with Mount Ascutney View, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit, Lovely Brookfield Home w/ Private Deck & Views

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