Vacation Rentals with a View

Vacation Rentals with a View2024-11-04T13:02:17-04:00

Indulge in panoramic views of the majestic Berkshire mountains, the rolling hills of Columbia County, and be captivated by stunning sunsets and beautiful sunrises at these breathtaking properties.

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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

Hillsdale Mountain View Estate

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

Rentals in the Berkshires

Panoramic Views, Indoor Pool

Heated Indoor Pool, Panoramic Views, 10 Minutes to Tanglewood
4 Bedroom ∙ 6 Beds ∙ 4.5 Bathrooms ∙ 11 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

Lake Rentals in the Berkshires

Mountain View Victorian Retreat

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

Lake Rentals in the Berkshires

Hidden Oasis in the Mountains

Hot Tub, Mountain Views, Family Friendly
5 Bedroom ∙ 8 Beds ∙ 3 Bathrooms ∙ 10 Guests

Rentals in the Berkshires

Mountain View Retreat with Hot Tub

Hot Tub, Mountain Views, Accessible
4 Bedroom ∙ 4 Beds ∙ 2.5 Bathrooms ∙ 7 Guests

Lake Rentals in the Berkshires

Modern, Renovated Lakefront Escape

Lakefront, Scenic Views, Family Friendly
4 Bedroom ∙ 6 Beds ∙ 3 Bathrooms ∙ 9 Guests

Lakefront Rental in the Berkshires

Lakefront Jewel

Lakefront, Panoramic Views, Wraparound Deck
3 Bedroom ∙ 5 Beds ∙ 2 Bathrooms ∙ 7 Guests

Rentals in the Berkshires

Berkshires Lakefront Retreat

Lakefront, Mountain Views, Close to Jiminy Peak, Family & Pet Friendly
4 Bedroom ∙ 5 Beds ∙ 2.5 Bathrooms ∙ 8 Guests

Rentals in the Berkshires

Berkshires Escape with Pool

Heated Pool, Centrally Located, Modern Design
4 Bedroom ∙ 5 Beds ∙ 3 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

Historic House on the Hill

Minutes to Mass MoCA, Family Friendly
3 Bedroom ∙ 4 Beds ∙ 1.5 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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