Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Stockbridge Vacation Rentals with Pool(13)

13 Results
2 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
    (8)
    Book it Now!
    2 night minimum stay
    • 3 BR,
    • 2 BA,
    • 1 HF BA,
    • Sleeps 6
      Book it Now!
      7 night minimum stay
      • 2 BR,
      • 1 BA,
      • 2 HF BA,
      • Sleeps 4
        • 3 BR,
        • 2 BA,
        • 1 HF BA,
        • Sleeps 8
          2 night minimum stay
          • 3 BR,
          • 1 BA,
          • Sleeps 5
            (4)
            2 night minimum stay
            • Studio,
            • 1 BA,
            • Sleeps 3
              (5)
              Book it Now!
              7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 6
                Book it Now!
                7 night minimum stay
                • 1 BR,
                • 2 BA,
                • Sleeps 4
                  Book it Now!
                  7 night minimum stay
                  • 1 BR,
                  • 1 BA,
                  • Sleeps 4
                    Book it Now!
                    7 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 4
                      Book it Now!
                      3 - 7 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • 1 HF BA,
                      • Sleeps 6
                        2 Reviews
                        $950 - $1,980
                        per week
                        7 night minimum stay
                        • 1 BR,
                        • 1 BA,
                        • Sleeps 4
                          4 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 8
                            (13)
                            Advertisement
                             

                            Recent Stockbridge Reviews

                            Feels like a home away from home

                            5 of 5
                            We returned this week from a wonderful stay in this lovely apartment, which felt like a little home away from home. The owner, Jane, was extremely friendly and accommodating and even installed a stair gate for my children when I enquired as to whether she had one in place. The apartment is so cozy and well equipped that it really feels like a home. It was super clean and well maintained and we were able to enjoy the beautiful grounds that it sits in. The pool was very tempting but sadly we didn't have time to make use of it. The apartment is conveniently located near the center of Stockbridge and there are many many activities nearby. We went to Hancock Shaker Village, enjoyed fishing on the Ashuwillticook Trail, picked apples in a local orchard, swam in one of the gorgeous Berkshires lakes and did some sale shopping at the Lee premium outlets. In summary, it was a fabulous trip and if time permits, we would love to go back. Would thoroughly recommend, thanks Jane!
                            • Submitted: Sep 6, 2014
                            • Stayed: Aug 2014

                            Perfect home base for the Berkshires

                            5 of 5
                            Just returned from a 3-night stay at this beautiful studio. Was walking distance from downtown Stockbridge and was even more idyllic than the photos would imply. The small kitchen was perfect for preparing simple breakfasts and we enjoyed lunching in the outdoor garden area as well as swimming in the pool and lounging in the sun with an unspoiled view of Monument Mountain. The bikes available on-site were perfect for bike rides in the area. It was a relaxing retreat, close to all the major sites and a real home-away-from home. The next time we head to the Berkshires, this will definitely be our place of choice!
                            • Submitted: Aug 13, 2012
                            • Stayed: Aug 2012