Alstead Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

36 Houses

Great rentals within 20 miles that match your search

Distance approx 14.77 km from Alstead

    28

    NEW! Beautiful Log House 3.5 Mi. to Spofford Lake!

    New Hampshire / Westmoreland

    Westmoreland house

    2 4 min stay varies

    • 2 bedrooms
    • sleeps 4
    • min stay varies
    • Air conditioning

    Price per night from

    $161

    Responds fast!
    avg. 58 minutes

    Price per night from

    $161

    Distance approx 12.12 km from Alstead

    (1) Excellent 

      6

      Edgemont

      New Hampshire / Washington

      Washington cottage

      2 4 7 nights min

      • 2 bedrooms
      • sleeps 4
      • 7 nights min
      • Beach / lakeside relaxation
      • Child Friendly

      Price per night from

      $164

      Price per night from

      $164

      Distance approx 15.35 km from Alstead

        24

        NEW! 3BR Cottage On Island Pond - Steps From Beach

        New Hampshire / Washington

        Washington cottage

        3 11 3 nights min

        • 3 bedrooms
        • sleeps 11
        • 3 nights min
        • Child Friendly

        Price per night from

        $127

        Responds fast!
        avg. 58 minutes

        Price per night from

        $127

        Distance approx 14.82 km from Alstead

          30

          Colonial Keene House on 7 Acres w/ Pool!

          New Hampshire / Keene

          Keene house

          9 18 min stay varies

          • 9 bedrooms
          • sleeps 18
          • min stay varies
          • Swimming pool
          • Ski
          • Child Friendly

          Price per night from

          $573

          Responds fast!
          avg. 58 minutes

          Price per night from

          $573

          Distance approx 19.37 km from Alstead

          (1) Excellent 

            12

            Classic New England Farm House

            New Hampshire / Chesterfield

            Chesterfield b and b

            1 2 2 nights min

            • 1 bedroom
            • sleeps 2
            • 2 nights min
            • Child Friendly

            Price per night from

            $52

            Responds fast!
            avg. 2 hours 36 minutes

            Price per night from

            $52

            Distance approx 18.24 km from Alstead

              0

              Secluded, elegant home w/ furnished deck - close to skiing!

              Vermont / Windham

              Windham house

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Child Friendly
              • Car not necessary
              • Air conditioning

              Price per night from

              $250

              Price per night from

              $250

              Distance approx 17.95 km from Alstead

              (1) Very Good 

                62

                Modern cabin in the woods - upscale seclusion in tranquil setting, dogs welcome!

                Vermont / Windham

                Windham house

                1 4 2 nights min

                • 1 bedroom
                • sleeps 4
                • 2 nights min
                • Child Friendly
                • Car not necessary
                • Pet Friendly

                Price per night from

                $190

                Price per night from

                $190

                Distance approx 19.69 km from Alstead

                  16

                  Church sanctuary

                  Vermont / West Dummerston

                  West Dummerston house

                  3 6 2 nights min

                  • 3 bedrooms
                  • sleeps 6
                  • 2 nights min
                  • Ask about children

                  Price per night from

                  $300

                  Price per night from

                  $300

                  Distance approx 19.78 km from Alstead

                  (4) Very Good 

                    20

                    Secluded, Spectacular House with Mount Ascutney Vi

                    Vermont / Perkinsville

                    Perkinsville house

                    5 12 min stay varies

                    • 5 bedrooms
                    • sleeps 12
                    • min stay varies
                    • Swimming pool
                    • Child Friendly
                    • Pet Friendly

                    Price per night from

                    $259

                    Price per night from

                    $259

                    Distance approx 14.33 km from Alstead

                    (1) Very Good 

                      10

                      Hugging Bear Inn - Tower Room

                      Vermont / Chester

                      Chester b and b

                      1 2 1 night min

                      • 1 bedroom
                      • sleeps 2
                      • 1 night min
                      • Nearest beach 19 mi
                      • Child Friendly
                      • Air conditioning

                      Price per night from

                      $137

                      Price per night from

                      $137

                      Distance approx 9.83 km from Alstead Show on Map

                      (2) Very Good 

                        22

                        Sunapee area - lakeside cottage trio on Sand Pond

                        New Hampshire / Marlow

                        Marlow cottage

                        4 8 7 nights min

                        • 4 bedrooms
                        • sleeps 8
                        • 7 nights min
                        • Beach / lakeside relaxation
                        • Child Friendly
                        • Pet Friendly

                        Price per night from

                        $241

                        Price per night from

                        $241

                        Distance approx 14.33 km from Alstead

                          10

                          Hugging Bear Inn - Bear Cub Room

                          Vermont / Chester

                          Chester b and b

                          1 4 1 night min

                          • 1 bedroom
                          • sleeps 4
                          • 1 night min
                          • Child Friendly
                          • Air conditioning

                          Price per night from

                          $160

                          Price per night from

                          $160

                          Distance approx 17.11 km from Alstead

                            7

                            Historic Lakefront Spofford Cottage

                            New Hampshire / Spofford

                            Spofford house

                            4 8 7 nights min

                            • 4 bedrooms
                            • sleeps 8
                            • 7 nights min
                            • Child Friendly
                            • Private garden

                            Price per night from

                            $458

                            Price per night from

                            $458

                            Distance approx 14.33 km from Alstead

                              11

                              Hugging Bear Inn - Bear's Den Room

                              Vermont / Chester

                              Chester b and b

                              1 5 1 night min

                              • 1 bedroom
                              • sleeps 5
                              • 1 night min
                              • Child Friendly
                              • Air conditioning

                              Price per night from

                              $160

                              Price per night from

                              $160

                              Distance approx 9.93 km from Alstead

                              (1) Excellent 

                                11

                                3 bedroom lake home on Crescent lake

                                New Hampshire / Newport

                                Newport house

                                3 7 2 nights min

                                • 3 bedrooms
                                • sleeps 7
                                • 2 nights min
                                • Beach / lakeside relaxation
                                • Child Friendly

                                Price per night from

                                $216

                                Price per night from

                                $216

                                Distance approx 13.94 km from Alstead

                                  22

                                  Amare Guesthouse, renovated in-town victorian

                                  Vermont / Chester

                                  Chester house

                                  3 6 2 nights min

                                  • 3 bedrooms
                                  • sleeps 6
                                  • 2 nights min
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $265

                                  Price per night from

                                  $265

                                  Distance approx 13.28 km from Alstead

                                    28

                                    Renovated 1950's Farmhouse on 300 Acres in Grafton

                                    Vermont / Grafton

                                    Grafton house

                                    3 8 min stay varies

                                    • 3 bedrooms
                                    • sleeps 8
                                    • min stay varies
                                    • Child Friendly
                                    • Air conditioning

                                    Price per night from

                                    $288

                                    Responds fast!
                                    avg. 21 minutes

                                    Price per night from

                                    $288

                                    Distance approx 10.12 km from Alstead

                                      34

                                      Beautiful Country Luxury Waterfront Lake Home

                                      New Hampshire / Unity

                                      Unity cottage

                                      3 13 7 nights min

                                      • 3 bedrooms
                                      • sleeps 13
                                      • 7 nights min
                                      • Beach / lakeside relaxation
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $328

                                      Price per night from

                                      $328

                                      Distance approx 8.24 km from Alstead

                                      (1) Excellent 

                                        15

                                        3 BDR Farmhouse on Tranquil 105 acre Organic Farm

                                        New Hampshire / Walpole

                                        Walpole house

                                        3 8 3 nights min

                                        • 3 bedrooms
                                        • sleeps 8
                                        • 3 nights min
                                        • Nearest beach 8 mi
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $303

                                        Price per night from

                                        $303

                                        Distance approx 19.37 km from Alstead

                                          12

                                          Historical Farm House

                                          New Hampshire / Chesterfield

                                          Chesterfield b and b

                                          1 2 2 nights min

                                          • 1 bedroom
                                          • sleeps 2
                                          • 2 nights min
                                          • Child Friendly
                                          • Air conditioning
                                          • Private garden

                                          Price per night from

                                          $52

                                          Responds fast!
                                          avg. 2 hours 36 minutes

                                          Price per night from

                                          $52

                                          Distance approx 14.33 km from Alstead

                                            30

                                            Hugging Bear Inn & Shoppe- rent entire Inn

                                            Vermont / Chester

                                            Chester b and b

                                            6 18 1 night min

                                            • 6 bedrooms
                                            • sleeps 18
                                            • 1 night min
                                            • Nearest beach 19 mi
                                            • Child Friendly
                                            • Air conditioning

                                            Price per night from

                                            $678

                                            Price per night from

                                            $678

                                            Distance approx 19.37 km from Alstead

                                              28

                                              Chester Farmhouse on 100 Acres, 15 Min to Okemo!

                                              Vermont / Proctorsville

                                              Proctorsville house

                                              5 14 min stay varies

                                              • 5 bedrooms
                                              • sleeps 14
                                              • min stay varies
                                              • Ski
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $288

                                              Responds fast!
                                              avg. 58 minutes

                                              Price per night from

                                              $288

                                              Distance approx 14.99 km from Alstead

                                                27

                                                Private Home - Mins to Skiing at Magic Mtn & More!

                                                Vermont / Grafton

                                                Grafton house

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Ski

                                                Price per night from

                                                $144

                                                Responds fast!
                                                avg. 58 minutes

                                                Price per night from

                                                $144

                                                Distance approx 14.05 km from Alstead

                                                  19

                                                  Historic 1868 Carriage House at Chester Depot

                                                  Vermont / Chester

                                                  Chester guest house

                                                  3 6 2 nights min

                                                  • 3 bedrooms
                                                  • sleeps 6
                                                  • 2 nights min
                                                  • Child Friendly
                                                  • Private garden

                                                  Price per night from

                                                  $173

                                                  Price per night from

                                                  $173

                                                  Distance approx 14.62 km from Alstead

                                                    10

                                                    The 1843 Stone House - Chester, VT (3bdrm/ 2 ba)

                                                    Vermont / Chester

                                                    Chester house

                                                    3 8 2 nights min

                                                    • 3 bedrooms
                                                    • sleeps 8
                                                    • 2 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $201

                                                    Price per night from

                                                    $201

                                                    Distance approx 16.94 km from Alstead

                                                      24

                                                      Chester House Just 12 Mins to Magic Mtn Ski Area!

                                                      Vermont / Chester

                                                      Chester house

                                                      5 8 min stay varies

                                                      • 5 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Ski
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $155

                                                      Responds fast!
                                                      avg. 58 minutes

                                                      Price per night from

                                                      $155

                                                      Distance approx 19.56 km from Alstead

                                                        24

                                                        Cobb Hill Estate - 6 brs sleeps 15 on 750 acres!

                                                        New Hampshire / Harrisville

                                                        Harrisville villa

                                                        6 15 min stay varies

                                                        • 6 bedrooms
                                                        • sleeps 15
                                                        • min stay varies
                                                        • Ask about children

                                                        Price per night from

                                                        $552

                                                        Responds fast!
                                                        avg. 1 hour 22 minutes

                                                        Price per night from

                                                        $552

                                                        Distance approx 18.39 km from Alstead

                                                        (3) Very Good 

                                                          20

                                                          Large, Lovely, Affordable Mountain Home

                                                          Vermont / Windham

                                                          Windham house

                                                          5 10 30 nights min

                                                          • 5 bedrooms
                                                          • sleeps 10
                                                          • 30 nights min
                                                          • Child Friendly
                                                          • Air conditioning
                                                          • Pet Friendly
                                                          “I rented a house for a weekend and received much more than a pla” I rented the Windham County House for a weekend to hold a retreat for first year students at Middlebury College who are still adjusting to college life. This house provided us with an
                                                          …see more

                                                          Price per night from

                                                          $96

                                                          Price per night from

                                                          $96

                                                          Distance approx 18.93 km from Alstead

                                                          (3) Excellent 

                                                            20

                                                            Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo

                                                            Vermont / Proctorsville

                                                            Proctorsville house

                                                            8 20 2 nights min

                                                            • 8 bedrooms
                                                            • sleeps 20
                                                            • 2 nights min
                                                            • Ski
                                                            • Child Friendly
                                                            • Private garden

                                                            Price per night from

                                                            $461

                                                            Price per night from

                                                            $461

                                                            Distance approx 18.54 km from Alstead

                                                              11

                                                              Live the real Vermont Experiance

                                                              Vermont / Grafton

                                                              Grafton house

                                                              4 8 30 nights min

                                                              • 4 bedrooms
                                                              • sleeps 8
                                                              • 30 nights min
                                                              • Child Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $115

                                                              Price per night from

                                                              $115

                                                              Distance approx 15.27 km from Alstead

                                                                28

                                                                Cozy Log Cabin

                                                                New Hampshire / Goshen

                                                                Goshen log cabin

                                                                3 8 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $115

                                                                Price per night from

                                                                $115

                                                                Distance approx 18.77 km from Alstead

                                                                  14

                                                                  Deer Valley Retreat, Lovely Log Cabin

                                                                  New Hampshire / Bradford

                                                                  Bradford log cabin

                                                                  2 6 2 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 6
                                                                  • 2 nights min
                                                                  • Air conditioning
                                                                  • Private garden

                                                                  Price per night from

                                                                  $98

                                                                  Price per night from

                                                                  $98

                                                                  Distance approx 17.61 km from Alstead

                                                                  (32) Very Good 

                                                                    40

                                                                    Beautiful House overlooking Spofford Lake

                                                                    New Hampshire / Spofford

                                                                    Spofford house

                                                                    4 10 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Beach / lakeside relaxation
                                                                    • Ask about children
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $184

                                                                    Price per night from

                                                                    $184

                                                                    Distance approx 9.89 km from Alstead Show on Map

                                                                    (1) Excellent 

                                                                      9

                                                                      Private Lakefront Cottage

                                                                      New Hampshire / Marlow

                                                                      Marlow cottage

                                                                      3 6 7 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 6
                                                                      • 7 nights min
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $196

                                                                      Price per night from

                                                                      $196

                                                                      Distance approx 17.61 km from Alstead

                                                                      (4) Excellent 

                                                                        40

                                                                        Affordable Spacious Vacation Home on Lake Spofford

                                                                        New Hampshire / Chesterfield

                                                                        Chesterfield house

                                                                        3 7 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Ask about children
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $120

                                                                        Price per night from

                                                                        $120

                                                                        Distance approx 17.59 km from Alstead

                                                                        (1) Excellent 

                                                                          26

                                                                          Steps to the sandy beach

                                                                          New Hampshire / Spofford

                                                                          Spofford house

                                                                          3 6 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 6
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Ask about children
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $150

                                                                          Price per night from

                                                                          $150