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Search results; Over 1,000 homes in Springfield

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Top guest favourite
Home in Springfield
Charming New England Cape
3 bedrooms, 3 beds, 1.5 private bathrooms
4–9 Sept
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4.95 out of 5 average rating, 99 reviews
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Home in Springfield
Historical Mansion Village View
6 bedrooms, 5 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Home in Springfield
Sauna Retreat • Fire Pit Nights • Close to Okemo
2 bedrooms, 2 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 57 reviews
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Chalet in Chester
Private 13-acre retreat, 20 min to Okemo
4 bedrooms, 6 beds, 3.5 bathrooms
1–6 Sept
New place to stay
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Top guest favourite
Tent in Springfield
The East Camp at Highwood Retreat
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 68 reviews
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Guest favourite
Home in Chester
Historic Mill • Near Okemo • Fireplaces • Wi-Fi
6 bedrooms, 9 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 107 reviews
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Top guest favourite
Home in Chester
Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain
2 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.96 out of 5 average rating, 98 reviews
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Superhost
Room in Rockingham
Charming old Victorian home
1 queen bed, 1 bathroom
3–8 Sept
4.96 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Chester
Modern 3BR/3BA Main+River Retreat | Ski Okemo
3 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in Springfield
1794 Vermont Home
2 bedrooms, 2 queen beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 84 reviews
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Top guest favourite
Room in Chester
Farm at Williams River House - Gloucester Suite
1 bed, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Springfield
The Cloverdale
1 bedroom, 1 bed, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Home in Baltimore
Camp Tomaro
4 bedrooms, 6 beds, 2 bathrooms
31 Oct – 5 Nov
4.9 out of 5 average rating, 50 reviews
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Top guest favourite
Home in Cavendish
The Gathering Place near Okemo Mountain
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Sept
4.98 out of 5 average rating, 86 reviews
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Superhost
Cabin in Weathersfield
Kid + Dog Friendly Cabin | Big Yard + Fire Pit
4 bedrooms, 6 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 112 reviews
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Guest favourite
Home in Chester
Historic 150-Year-Old Farmhouse | Jacuzzi included
4 bedrooms, 5 beds, 2.5 bathrooms
2–7 Sept
4.87 out of 5 average rating, 62 reviews
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Top guest favourite
Flat in Chester
Lovely 2 Bedroom Apartment w/deck & pond view
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.93 out of 5 average rating, 165 reviews
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Superhost
Room in Chester
Tool Shed Cabin
1 bed, 1 bathroom
13–18 Sept
4.86 out of 5 average rating, 7 reviews