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Vacation rentals in Springfield

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Top-rated vacation rentals in Springfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guesthouse in Springfield
Connecticut River-Cozy Cottage
This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.
$101 per night
Barn in Chester
Inviting studio apartment above barn in Vermont
This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.
$96 per night
Guest suite in Chester
Chester Carriage House-Cozy-Quintessential Vermont
Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and pubs, antique shops, art galleries, yoga studio and a country market. Explore southern Vermont’s famous hiking trails, world class skiing, farms, winding rivers + breweries. Close proximity to the best of Vermont's ski resorts! (Magic Mountain, Bromley, Stratton, Okemo and Killington) Come experience why Chester has been voted one of the top 10 most beautiful towns in Vermont!
$143 per night

Stay near Springfield's top sights

Black Rock Steakhouse24 locals recommend
Springfield Cinemas 39 locals recommend
The Sumner House3 locals recommend
Springfield Royal Diner6 locals recommend
Shaw's8 locals recommend
Riverside Restaurant3 locals recommend

Other great vacation rentals in Springfield

Apartment in Weathersfield
The Loft at Weathersfield
$140 per night
Apartment in Weathersfield
Cute VT Bungalow With 180 Degree View of NH
$150 per night
Apartment in Springfield
Connecticut River Odyssey
$166 per night
Cottage in Town of Rockingham
Peaceful Mountain Cottage
$102 per night
Home in Town of Rockingham
Beautiful Home in the Mountains - The Fox & Owl
$220 per night
Apartment in Springfield
Farm Barn apt. 3 bedr, 2 bath, fiberoptic internet
$95 per night
Apartment in Bellows Falls
Village Flat with Antique Billiards
$125 per night
Guesthouse in Putney
Cozy cottage loft and retreat
$115 per night
Home in Grafton
Retro Modern Barn Apartment
$175 per night
Home in Springfield
1794 Pioneer House - Renovated, No Cleaning Fee!
$260 per night
Vacation home in Town of Rockingham
Cozy studio at Leslie's Tavern in Rockingham
$133 per night
Home in Chester
Private Home in Chester, VT
$295 per night

Quick stats about vacation rentals in Springfield

Total rentals

40 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.4K reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Springfield