Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Barns
Bungalows
Cabins
Chalets
Condos
Cottages
Estates
Farmhouses
Homes
Studios
Townhomes
Villas
Boats
Castles
Hotels
Lodges
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Massachusetts Mountain Vacation Rentals Vacation Rentals(309)

309 Results
Book it Now!
4 night minimum stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
    (10)
    $700 - $971
    per night
    Book it Now!
    3 - 7 night minimum stay
    • 5 BR,
    • 4 BA,
    • 1 HF BA,
    • Sleeps 11
      (6)
      Book it Now!
      3 - 4 night minimum stay
      • 4 BR,
      • 3 BA,
      • 1 HF BA,
      • Sleeps 12
        (6)
        Book it Now!
        2 - 7 night minimum stay
        • 3 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 10
          (3)
          1 - 2 night minimum stay
          • 1 BR,
          • 1 BA,
          • Sleeps 6
            (6)
            2 - 3 night minimum stay
            • 5 BR,
            • 4 BA,
            • 1 HF BA,
            • Sleeps 10
              (27)
              2 - 7 night minimum stay
              • 4 BR,
              • 3 BA,
              • Sleeps 10
                (8)
                7 night minimum stay
                • 4 BR,
                • 3 BA,
                • 1 HF BA,
                • Sleeps 8
                  1 Review
                  3 - 7 night minimum stay
                  • 8 BR,
                  • 5 BA,
                  • 2 HF BA,
                  • Sleeps 20
                    (5)
                    Book it Now!
                    2 - 5 night minimum stay
                    • 4 BR,
                    • 3 BA,
                    • Sleeps 15
                      (9)
                      Book it Now!
                      2 - 3 night minimum stay
                      • 5 BR,
                      • 2 BA,
                      • Sleeps 10
                        (5)
                        Book it Now!
                        7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          2 - 7 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • 2 HF BA,
                          • Sleeps 12
                            (6)
                            • 7 BR,
                            • 4 BA,
                            • 1 HF BA,
                            • Sleeps 16
                              (27)
                              3 - 31 night minimum stay
                              • 4 BR,
                              • 3 BA,
                              • Sleeps 9
                                (28)
                                • 4 BR,
                                • 2 BA,
                                • Sleeps 10
                                  (12)
                                  Book it Now!
                                  2 - 3 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (16)
                                    Book it Now!
                                    2 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 8
                                      (7)
                                      2 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 7
                                        (7)
                                        3 night minimum stay
                                        • 6 BR,
                                        • 3 BA,
                                        • 2 HF BA,
                                        • Sleeps 12
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 8
                                            (4)
                                            30 - 31 night minimum stay
                                            • 4 BR,
                                            • 2 BA,
                                            • 1 HF BA,
                                            • Sleeps 8
                                              (3)
                                              $233 - $750
                                              per night
                                              2 - 90 night minimum stay
                                              • 5 BR,
                                              • 3 BA,
                                              • Sleeps 12
                                                • 4 BR,
                                                • 3 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  (12)
                                                  3 night minimum stay
                                                  • 3 BR,
                                                  • Sleeps 5
                                                    2 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 12
                                                      (17)
                                                      2 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • Sleeps 8
                                                        (10)
                                                        2 night minimum stay
                                                        • 1 BR,
                                                        • 1 BA,
                                                        • Sleeps 4
                                                          (10)
                                                          2 - 7 night minimum stay
                                                          • 4 BR,
                                                          • 3 BA,
                                                          • Sleeps 16
                                                            (23)
                                                            2 - 5 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • Sleeps 10
                                                              (30)
                                                               

                                                              Recent Massachusetts Reviews

                                                              a relaxing stay

                                                              5 of 5
                                                              Our family enjoyed a lovely stay at your home. All was as promised. Accurate listing description and amenities. Clean and well- maintained. Very good customer service, and we would recommend this property. We enjoyed a variety of restaurants, concerts, movies etc. The house is also a "destination" house for relaxing.
                                                              • Submitted: Aug 20, 2014
                                                              • Stayed: Aug 2014

                                                              Beautiful, private home near G. Barrington center!

                                                              5 of 5
                                                              We highly recommend this house as a quiet, private and lovely place to stay while enjoying Great Barrington and the surrounding area. We would stay here again. The listing was completely accurate. The property was very clean and in great shape, and Amy was very responsive. Although we visited some of the local sites, we also found ourselves just relaxing at the house, too, for example by enjoying the screened-in porch during a rainstorm.
                                                              • Submitted: Aug 11, 2014
                                                              • Stayed: Jul 2014

                                                              Luxury house with an awesome kitchen

                                                              5 of 5
                                                              We stayed here for a 6-day vacation. The owners were friendly and very accommodating, agreeing to let us check in a few hours early. The house was very clean and stocked with everything we could possibly need. It exceeded our expectations. Being on a hill, and having huge windows all around with nice trees, it reminded us of a luxury treehouse! The kitchen was incredible, and we cooked a lot of great meals there. The location was great, with easy access to the mountains, lakes, Mount Greylock, Williamstown, etc. We really enjoyed the home theater, game tables, sauna, the various decks, and the outdoor grill. We brought our well-behaved dog, who loved the screened-in porch, decks, and grounds. We all had a great time, and would definitely go back again!
                                                              • Submitted: Jul 12, 2014
                                                              • Stayed: Jun 2014