Chesterfield Vacation Rentals
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
40 rentals in Chesterfield.
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford
Rental Home
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Penthouse, Steps to the Sandy Beach & clear water
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake house getaway on pristine Spofford Lake, New Hampshire
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Studio, Cozy Studio for 2 or 4!
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Picturesque Lakefront Retreat at Spofford Lake
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Picturesque Lakefront Retreat at Spofford Lake
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful, Beautiful, Comfortable Modern Cape With Mountain Views
Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful lake side get away, quiet, and peaceful.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 3 bedroom 2 bath Lakeside Cabin on Pristine Swanzey Lake
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Hilltop House In Putney Vermont
Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Magical Lakefront Home in Forest Lake
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Escape to peaceful Putney Vermont
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wonderful Private Home In West Brattleboro Off Of Route 9
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury Rural Stay Close to Town
Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Hilltop Home with Great Views
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Lake Side Getaway, Quiet, and Peaceful
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Estate w/ Courtyard: 2 Miles to Downtown!
Rental Home
8 bedrooms
9 bathrooms
Sleeps 15
Match: Sleeps
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Artsy, Pet-Friendly Studio w/Fireplace -- **WINTER'S DAY END SALE!**
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rustic Cottage on Swanzey Lake with dock & firepit
Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Pet Friendly, Immaculate, updated, walkable to all Main St. & local parks!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Church sanctuary
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy, pet-friendly one-bedroom apartment in Brattleboro, Vermont
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Serenity Cottage in Southern Vermont…
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fully furnished/everything included/Pet Friendly!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fully Furnished/Pet Friendly!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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PoshHaus Court ST Colonial
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Jabulani Luxury Rural Stay
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tasteful Country Home on 5 Acres: Hike, Ski!
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain Top Escape
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Year Round Mountain Retreat
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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You have found a clean and bright home on the water.
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Garden View In-Town Retreat w/ Trail Access
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The Cottage at Skycroft Farm - 4 season respite and restoration
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cabin Retreat in Southern Vermont
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Sunny dog-friendly cabin with firepit, skiing, hiking & fast WiFi
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Frequently Asked Questions about Chesterfield
- Yes, here are some popular vacation rentals in Chesterfield that have a pool:
- Lake house getaway on pristine Spofford Lake, New Hampshire
- Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
- Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
- Yes, here are some popular vacation rentals in Chesterfield that have internet access:
- Lake house getaway on pristine Spofford Lake, New Hampshire
- Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
- Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
- The best pet friendly rentals in Chesterfield are:
- Victorian Lakefront Cottage With Spectacular Sunrise View Of Water
- Lake house getaway on pristine Spofford Lake, New Hampshire
- Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
- Some of the most popular kid friendly rentals in Chesterfield are:
- Lake house getaway on pristine Spofford Lake, New Hampshire
- Main House, Relax and enjoy the scenery, go and swim, fish or start your boat
- Victorian Lakefront Cottage With Spectacular Sunrise View Of Water