Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Windham Long Term Vacation Rentals(36)

36 Results
Book it Now!
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
    (16)
    2 night minimum stay
    • 5 BR,
    • 3 BA,
    • Sleeps 10
      (13)
      2 night minimum stay
      • 4 BR,
      • 4 BA,
      • 1 HF BA,
      • Sleeps 14
        (30)
        Book it Now!
        3 - 7 night minimum stay
        • 2 BR,
        • 1 BA,
        • 1 HF BA,
        • Sleeps 8
          (6)
          • 5 BR,
          • 5 BA,
          • Sleeps 12
            2 night minimum stay
            • 5 BR,
            • 6 BA,
            • 1 HF BA,
            • Sleeps 12
              (7)
              2 night minimum stay
              • 3 BR,
              • 1 BA,
              • Sleeps 6
                (4)
                2 night minimum stay
                • 4 BR,
                • 3 BA,
                • Sleeps 10
                  Book it Now!
                  2 - 4 night minimum stay
                  • 5 BR,
                  • 3 BA,
                  • 1 HF BA,
                  • Sleeps 17
                    Book it Now!
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 3
                      2 Reviews
                      Book it Now!
                      2 - 5 night minimum stay
                      • 4 BR,
                      • 2 BA,
                      • 1 HF BA,
                      • Sleeps 12
                        (3)
                        Book it Now!
                        2 - 3 night minimum stay
                        • 4 BR,
                        • 2 BA,
                        • Sleeps 10
                          2 Reviews
                          2 night minimum stay
                          • 5 BR,
                          • 2 BA,
                          • Sleeps 12
                            (7)
                            2 night minimum stay
                            • 4 BR,
                            • 2 BA,
                            • Sleeps 8
                              (6)
                              2 night minimum stay
                              • 1 BR,
                              • 1 BA,
                              • Sleeps 2
                                (6)
                                Book it Now!
                                3 - 7 night minimum stay
                                • 4 BR,
                                • 3 BA,
                                • Sleeps 10
                                  1 Review
                                  2 night minimum stay
                                  • 4 BR,
                                  • 2 BA,
                                  • Sleeps 10
                                    (28)
                                    2 night minimum stay
                                    • 6 BR,
                                    • 6 BA,
                                    • Sleeps 16
                                      (22)
                                      2 night minimum stay
                                      • 2 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (5)
                                        152 night minimum stay
                                        • 6 BR,
                                        • 3 BA,
                                        • Sleeps 14
                                          2 Reviews
                                          2 night minimum stay
                                          • 2 BR,
                                          • 1 BA,
                                          • Sleeps 6
                                            (4)
                                            2 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (6)
                                              2 night minimum stay
                                              • 4 BR,
                                              • 2 BA,
                                              • Sleeps 10
                                                (4)
                                                • 2 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 8
                                                  1 Review
                                                  12 more choices from the HomeAway Network
                                                  Book it Now!
                                                  2 - 6 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 10
                                                    (9)
                                                    Book it Now!
                                                    2 night minimum stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • Sleeps 20
                                                      (15)
                                                      Book it Now!
                                                      2 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • Sleeps 6
                                                        (4)
                                                        Book it Now!
                                                        2 - 3 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • Sleeps 12
                                                          1 Review
                                                          2 night minimum stay
                                                          • 2 BR,
                                                          • 2 BA,
                                                          • Sleeps 7
                                                            1 Review
                                                            2 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 12
                                                              Advertisement
                                                               

                                                              Recent Windham Reviews

                                                              Nice home

                                                              5 of 5
                                                              We had a family get together in Windham and found this home to be a great location, just minutes from downtown and the ski resort. It was very clean and had all amenities that we needed. The owner Kip provided great customer service. He was easy to reach for any questions and was willing to meet any needs that we had.
                                                              • Submitted: Aug 24, 2014
                                                              • Stayed: Aug 2014

                                                              Lovely Place in the Catskills

                                                              4 of 5
                                                              My family(hubby and daughter) and i spent July 4th weekend at La Bella Vista. We had a great time at the house, the grounds, the kitchen, the bedrooms are exactly as depicted in the pictures. The house is very cozy and we felt right at home, there was ample towels and linens available.The only drawback was the cable, we stayed while the World Cup was being played in Brazil and could not watch ESPN which is basic cable. We improvised with our laptops but it would have been even better if we had basic cable signal. Having the wifi listed in the house is a nice to have option, we had to email to get the password. Emailing wasn't painful its just a nice to have around the house just in case their is a problem with signal via cell phone.. Overall our stay was fantastic, the home owner was on call via text and email love the quaint town, we went jogging a few times...a nice place to unwind from NYC.
                                                              • Submitted: Aug 23, 2014
                                                              • Stayed: Jul 2014

                                                              Luxury less than 10 minutes from Windham Mountain

                                                              5 of 5
                                                              Our family has been renting from Todd and Carmela for several years now. We have spent a large chunk of the last 4 winters in their beautiful home, and could not rate it more highly. The only reason we are not renting again this year is that we are moving out of state! The house is decked out with amentiies...flat screen TVs, leather recliners, pool table, quality beds and bedding, and a fully stocked kitchen. There is wi-fi and satellite so you can stay connected if you like. The surrounding property is beautiful, secluded and quiet. The driveway was plowed and shoveled promptly anytime we had a snow storm. There is plenty of space to sleep a crowd if you are renting with another family or if you like to have visitors. Todd and Carmela are professional, responsive, and wonderful people to work with. We are so sorry to be relinquishing our claim on this winter retreat, and only hope that anyone else who has the good fortune to rent it will enjoy it as much as we have. We will miss it dearly.
                                                              • Submitted: Jul 1, 2014
                                                              • Stayed: Dec 2013