Country Vacation Rentals

Country Vacation Rentals2024-11-04T12:58:07-04:00

Escape the hustle and bustle by choosing one of our rural properties. Whether nestled in the woods, tucked into the mountainside, or surrounded by horses as neighbors, these homes provide the tranquility of the countryside while being just a short drive from town.

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Rentals in the Berkshires

Apple Blossom Cottage

Newly Renovated, Gourmet Kitchen, Hudson Valley, Single Level
2 Bedroom ∙ 3 Beds ∙ 2 Bathrooms ∙ 6 Guests

Rentals in the Berkshires

Hillsdale Mountain View Estate

Mountain Views, Family & Pet Friendly, Rural
7 Bedroom ∙ 11 Beds ∙ 5 Bathrooms ∙ 12 Guests

Rentals in the Berkshires

Idyllic Retreat with Hot Tub/Sauna

Hot Tub, Dry Sauna, Full Gym, 7 Minutes to Downtown Great Barrington
3 Bedroom ∙ 4 Beds ∙ 3 Bathrooms ∙ 8 Guests

Rentals in the Berkshires

Mountain Blossom Retreat

Heated Pool, Hot Tub, Full Gym, Mountain Views, 60 Private Acres
3 Bedroom ∙ 4 Beds ∙ 3.5 Bathrooms ∙ 8 Guests

Rentals in the Berkshires

Renovated Country Retreat

11 Private Acres, 10 min to Old Chatham, Pond Views
3 Bedroom ∙ 6 Beds ∙ 3.5 Bathrooms ∙ 7 Guests

Rentals in the Berkshires

Stylish Retreat; Pool & Hot Tub

Heated Pool, Hot Tub, Family Friendly, Diagonal to Catamount
4 Bedroom ∙ 5 Beds ∙ 3 Bathrooms ∙ 8 Guests

Rentals in the Berkshires

Berkshires Retreat with Sauna

Cedar Barrel Sauna, Pet Friendly, Hiking, Town Beach Access
2 Bedroom ∙ 7 Beds ∙ 1.5 Bathrooms ∙ 7 Guests

Rentals in the Berkshires

Elegant Mountain View Retreat

Mountain Views, Sauna, 8 Minutes to Jiminy Peak
4 Bedroom ∙ 5 Beds ∙ 2.5 Bathrooms ∙ 8 Guests

Rentals in the Berkshires

Renovated Private Guest House

Pet Friendly, Minutes to Great Barrington, Family Friendly
2 Bedroom ∙ 3 Beds ∙ 1.5 Bathrooms ∙ 5 Guests

Rentals in the Berkshires

Little House in the Woods

10 Minutes to Great Barrington, Pet Friendly, One Level Living
2 Bedroom ∙ 3 Beds ∙ 2 Bathrooms ∙ 6 Guests

The Guest House at Cottage Farm

Newly Renovated, 12 Private Acres, Events
3 Bedroom ∙ 3Beds ∙ 3 Bathrooms ∙ 6 Guests

Frequently Asked Questions

Where can I find wifi information?2024-01-12T15:19:58-04:00

The wifi information is provided in the online guidebook as well as posted in multiple places throughout the property.

Do you have local recommendations for places to eat, shop, and experience ?2024-01-12T15:19:31-04:00

You will receive a link to a helpful website after booking as well as some personalized recommendations. Additionally, you can find restaurants, shops, hikes, places to visit, and things to do in the guidebook online. There is also a physical copy of the guidebook at the property.

How does the check in process work?2024-01-12T15:18:59-04:00

Booked guests will receive instructions for check-in 1-2 days prior to the start of their reservation either through email or through their booking platform inbox. On the morning of check-in, a code will be sent for the lock box or keyless door lock.

Do you allow pets?2024-01-12T15:18:28-04:00

Many of our properties allow small house trained dogs. Most do not allow multiple and many only accept hypoallergenic dogs. No puppies under 2 yrs of age. A $100 pet fee will be incurred if bringing a pet. Guests are expected to clean up inside and outside after their pet. No pets on furniture. In many cases, you will be asked to crate your dog if left home alone. Pets are not accepted without prior approval.

What is your cancellation policy?2024-01-12T15:17:41-04:00

Full refund for cancellations up to 30 days before check-in. If booked fewer than 30 days before check-in, full refund for cancellations made within 48 hours of booking and at least 14 days before check-in. After that, 50% refund up to 7 days before check-in. No refund after that. May vary for stays over 28 days.

What is supplied?2024-01-12T15:17:10-04:00

Each property is supplied with bed linens, bath towels, cookware, basic kitchen spices, coffee, soap, shampoo, and basic cleaning supplies.

Can I request to check in early or to check out late?2024-01-12T15:16:17-04:00

Check in is 4pm or later and check out is promptly at 11am. Approvals for an early check-in or late check-out will be given a few days prior to your reservation and are contingent on our cleaners schedule and other bookings. A fee may apply.

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