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Springfield Holiday Rentals

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50 rentals in Springfield.
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!!upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself, holiday rental in Springfield
!!upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself, holiday rental in Springfield
!!upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself, holiday rental in Springfield

!!upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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5BD Downtown Brownstone - 3 blocks from MGM Casino, holiday rental in Springfield
5BD Downtown Brownstone - 3 blocks from MGM Casino, holiday rental in Springfield
5BD Downtown Brownstone - 3 blocks from MGM Casino, holiday rental in Springfield

5BD Downtown Brownstone - 3 blocks from MGM Casino

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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COZY HOME- Located on a quiet Worthy Street with a home in its own compound., holiday rental in Springfield
COZY HOME- Located on a quiet Worthy Street with a home in its own compound., holiday rental in Springfield
COZY HOME- Located on a quiet Worthy Street with a home in its own compound., holiday rental in Springfield

COZY HOME- Located on a quiet Worthy Street with a home in its own compound.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe, holiday rental in Springfield
UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe, holiday rental in Springfield
UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe, holiday rental in Springfield

UPSCALEDHOME IN A QUIET NEIGHBORHOOD. ENTIRE4BED HOME TO YOURSELF Co-Vid 19 Safe

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Historic Springfield House w/Patio, 10Min to Dwtn!, holiday rental in Springfield
Historic Springfield House w/Patio, 10Min to Dwtn!, holiday rental in Springfield
Historic Springfield House w/Patio, 10Min to Dwtn!, holiday rental in Springfield

Historic Springfield House w/Patio, 10Min to Dwtn!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Fair Vacation rentals, holiday rental in Springfield
Fair Vacation rentals, holiday rental in Springfield
Fair Vacation rentals, holiday rental in Springfield

Fair Vacation rentals

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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An evolving Oasis in the the Upper Hill area, with access to points of interest., holiday rental in Springfield
An evolving Oasis in the the Upper Hill area, with access to points of interest., holiday rental in Springfield
An evolving Oasis in the the Upper Hill area, with access to points of interest., holiday rental in Springfield

An evolving Oasis in the the Upper Hill area, with access to points of interest.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly Renovated 2 Floor Apartment Getaway 6 ROOM 7 BED, holiday rental in Springfield
Newly Renovated 2 Floor Apartment Getaway 6 ROOM 7 BED, holiday rental in Springfield
Newly Renovated 2 Floor Apartment Getaway 6 ROOM 7 BED, holiday rental in Springfield

Newly Renovated 2 Floor Apartment Getaway 6 ROOM 7 BED

Condo/Apartment
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Springfield rental- close to MGM And Basket ball hall of fame, holiday rental in Springfield
Beautiful Springfield rental- close to MGM And Basket ball hall of fame, holiday rental in Springfield
Beautiful Springfield rental- close to MGM And Basket ball hall of fame, holiday rental in Springfield

Beautiful Springfield rental- close to MGM And Basket ball hall of fame

Condo/Apartment
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Big farmhouse in the foothills of the Berkshires, holiday rental in Springfield
Big farmhouse in the foothills of the Berkshires, holiday rental in Springfield
Big farmhouse in the foothills of the Berkshires, holiday rental in Springfield

Big farmhouse in the foothills of the Berkshires

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Save time - get the best Springfield rentals sent straight to your email!

Hadley/Amherst Awesome Location.Exploration of Everything in the Pioneer Valley!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Loft * Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, holiday rental in Springfield
The Loft * Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, holiday rental in Springfield
The Loft * Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!, holiday rental in Springfield

The Loft * Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxurious rural get away, holiday rental in Springfield
Luxurious rural get away, holiday rental in Springfield
Luxurious rural get away, holiday rental in Springfield

Luxurious rural get away

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Mountain View: 48 hours between bookings., holiday rental in Springfield
Mountain View: 48 hours between bookings., holiday rental in Springfield
Mountain View: 48 hours between bookings., holiday rental in Springfield

Mountain View: 48 hours between bookings.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Be Home In Heart Of Northampton's Smith College Neighborhood, holiday rental in Springfield
Be Home In Heart Of Northampton's Smith College Neighborhood, holiday rental in Springfield
Be Home In Heart Of Northampton's Smith College Neighborhood, holiday rental in Springfield

Be Home In Heart Of Northampton's Smith College Neighborhood

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bamboo:  48 hours between bookings., holiday rental in Springfield
Bamboo:  48 hours between bookings., holiday rental in Springfield
Bamboo:  48 hours between bookings., holiday rental in Springfield

Bamboo: 48 hours between bookings.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Dee's  Granby Staycation  ! Convenient location, New Gameroom, Charming interior, holiday rental in Springfield
Dee's  Granby Staycation  ! Convenient location, New Gameroom, Charming interior, holiday rental in Springfield
Dee's  Granby Staycation  ! Convenient location, New Gameroom, Charming interior, holiday rental in Springfield

Dee's Granby Staycation ! Convenient location, New Gameroom, Charming interior

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, holiday rental in Springfield
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, holiday rental in Springfield
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!, holiday rental in Springfield

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Serene & cozy lakefront getaway on Congamond's pristine North Pond, holiday rental in Springfield
Serene & cozy lakefront getaway on Congamond's pristine North Pond, holiday rental in Springfield
Serene & cozy lakefront getaway on Congamond's pristine North Pond, holiday rental in Springfield

Serene & cozy lakefront getaway on Congamond's pristine North Pond

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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The Cliffview Farmhouse in the Heart of Horse Country!, holiday rental in Springfield
The Cliffview Farmhouse in the Heart of Horse Country!, holiday rental in Springfield
The Cliffview Farmhouse in the Heart of Horse Country!, holiday rental in Springfield

The Cliffview Farmhouse in the Heart of Horse Country!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table, holiday rental in Springfield
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table, holiday rental in Springfield
Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table, holiday rental in Springfield

Privacy, entertainment, comfort galore 2 BR LR 1BA Home Theater, Pool Table

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully renovated lakeview Cottage, Southwick,  MA, holiday rental in Springfield
Fully renovated lakeview Cottage, Southwick,  MA, holiday rental in Springfield
Fully renovated lakeview Cottage, Southwick,  MA, holiday rental in Springfield

Fully renovated lakeview Cottage, Southwick, MA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Creation Station is a cozy place so make yourself at home., holiday rental in Springfield
The Creation Station is a cozy place so make yourself at home., holiday rental in Springfield
The Creation Station is a cozy place so make yourself at home., holiday rental in Springfield

The Creation Station is a cozy place so make yourself at home.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Beachfront home with direct lake access, private sandy beach, holiday rental in Springfield
Beachfront home with direct lake access, private sandy beach, holiday rental in Springfield
Beachfront home with direct lake access, private sandy beach, holiday rental in Springfield

Beachfront home with direct lake access, private sandy beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private, spacious In-Law Suite (BR, LR, Bath, Kit), holiday rental in Springfield
Private, spacious In-Law Suite (BR, LR, Bath, Kit), holiday rental in Springfield
Private, spacious In-Law Suite (BR, LR, Bath, Kit), holiday rental in Springfield

Private, spacious In-Law Suite (BR, LR, Bath, Kit)

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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ISLAND WATERFRONT Sleeps up to 8, holiday rental in Springfield
ISLAND WATERFRONT Sleeps up to 8, holiday rental in Springfield
ISLAND WATERFRONT Sleeps up to 8, holiday rental in Springfield

ISLAND WATERFRONT Sleeps up to 8

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Creekside Country Comfort, Northampton Access! Lovely apartment sleeps 7, holiday rental in Springfield
Creekside Country Comfort, Northampton Access! Lovely apartment sleeps 7, holiday rental in Springfield
Creekside Country Comfort, Northampton Access! Lovely apartment sleeps 7, holiday rental in Springfield

Creekside Country Comfort, Northampton Access! Lovely apartment sleeps 7

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Convenient Granby Charm, holiday rental in Springfield
Convenient Granby Charm, holiday rental in Springfield
Convenient Granby Charm, holiday rental in Springfield

Convenient Granby Charm

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Manitook Lake Escape w/ Private Dock & Kayaks, holiday rental in Springfield
NEW! Manitook Lake Escape w/ Private Dock & Kayaks, holiday rental in Springfield
NEW! Manitook Lake Escape w/ Private Dock & Kayaks, holiday rental in Springfield

NEW! Manitook Lake Escape w/ Private Dock & Kayaks

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Homestead Modern Farmhouse Guest Suite, holiday rental in Springfield
Historic Homestead Modern Farmhouse Guest Suite, holiday rental in Springfield
Historic Homestead Modern Farmhouse Guest Suite, holiday rental in Springfield

Historic Homestead Modern Farmhouse Guest Suite

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lily's Lodge, holiday rental in Springfield
Lily's Lodge, holiday rental in Springfield
Lily's Lodge, holiday rental in Springfield

Lily's Lodge

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Hilda’s Riverside Retreat, holiday rental in Springfield
Hilda’s Riverside Retreat, holiday rental in Springfield
Hilda’s Riverside Retreat, holiday rental in Springfield

Hilda’s Riverside Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Easy Access by Bus, Bike or Hiking to Area Attractions, holiday rental in Springfield
Easy Access by Bus, Bike or Hiking to Area Attractions, holiday rental in Springfield
Easy Access by Bus, Bike or Hiking to Area Attractions, holiday rental in Springfield

Easy Access by Bus, Bike or Hiking to Area Attractions

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,, holiday rental in Springfield
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,, holiday rental in Springfield
Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,, holiday rental in Springfield

Etinde House is located ten minutes from Umass, Amherst College, Hampshire mall,

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Corner Cottage in 16 Acres Springfield, holiday rental in Springfield
Corner Cottage in 16 Acres Springfield, holiday rental in Springfield
Corner Cottage in 16 Acres Springfield, holiday rental in Springfield

Corner Cottage in 16 Acres Springfield

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Gene Pitney Green Room, holiday rental in Springfield
The Gene Pitney Green Room, holiday rental in Springfield
The Gene Pitney Green Room, holiday rental in Springfield

The Gene Pitney Green Room

Condo/Apartment
1 bedroom
4 bathrooms
Sleeps 2
Match: Sleeps
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Starlight Llama - The White Room, holiday rental in Springfield
Starlight Llama - The White Room, holiday rental in Springfield
Starlight Llama - The White Room, holiday rental in Springfield

Starlight Llama - The White Room

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Starlight Llama - The Pink Room, holiday rental in Springfield
Starlight Llama - The Pink Room, holiday rental in Springfield
Starlight Llama - The Pink Room, holiday rental in Springfield

Starlight Llama - The Pink Room

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rest in the Noho Nest, holiday rental in Springfield
Rest in the Noho Nest, holiday rental in Springfield
Rest in the Noho Nest, holiday rental in Springfield

Rest in the Noho Nest

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A cozy rest in the Noho nest (downtown Northampton), holiday rental in Springfield
A cozy rest in the Noho nest (downtown Northampton), holiday rental in Springfield
A cozy rest in the Noho nest (downtown Northampton), holiday rental in Springfield

A cozy rest in the Noho nest (downtown Northampton)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Your vacation house! great place to create amazing memories..., holiday rental in Springfield
Your vacation house! great place to create amazing memories..., holiday rental in Springfield
Your vacation house! great place to create amazing memories..., holiday rental in Springfield

Your vacation house! great place to create amazing memories...

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Your vacation house ! Great for beautiful memories... year after year..., holiday rental in Springfield
Your vacation house ! Great for beautiful memories... year after year..., holiday rental in Springfield
Your vacation house ! Great for beautiful memories... year after year..., holiday rental in Springfield

Your vacation house ! Great for beautiful memories... year after year...

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Scenic   River  View, holiday rental in Springfield
Scenic   River  View, holiday rental in Springfield
Scenic   River  View, holiday rental in Springfield

Scenic River View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Detached, Spotless 3 Bd. Home - Sleeps 7, holiday rental in Springfield
Detached, Spotless 3 Bd. Home - Sleeps 7, holiday rental in Springfield
Detached, Spotless 3 Bd. Home - Sleeps 7, holiday rental in Springfield

Detached, Spotless 3 Bd. Home - Sleeps 7

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Artist Longmeadow 3bdrmHOUSE worldly retreat, holiday rental in Springfield
Artist Longmeadow 3bdrmHOUSE worldly retreat, holiday rental in Springfield
Artist Longmeadow 3bdrmHOUSE worldly retreat, holiday rental in Springfield

Artist Longmeadow 3bdrmHOUSE worldly retreat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Beaver Pond Camping at Farm Winery, holiday rental in Springfield
Tentrr Signature Site - Beaver Pond Camping at Farm Winery, holiday rental in Springfield
Tentrr Signature Site - Beaver Pond Camping at Farm Winery, holiday rental in Springfield

Tentrr Signature Site - Beaver Pond Camping at Farm Winery

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious Private Vernon Home w/ Views, Fast Wi-Fi, holiday rental in Springfield
Spacious Private Vernon Home w/ Views, Fast Wi-Fi, holiday rental in Springfield
Spacious Private Vernon Home w/ Views, Fast Wi-Fi, holiday rental in Springfield

Spacious Private Vernon Home w/ Views, Fast Wi-Fi

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Tentrr Signature Site - Maple Corner Farm's Berry Patch Site, holiday rental in Springfield
Tentrr Signature Site - Maple Corner Farm's Berry Patch Site, holiday rental in Springfield
Tentrr Signature Site - Maple Corner Farm's Berry Patch Site, holiday rental in Springfield

Tentrr Signature Site - Maple Corner Farm's Berry Patch Site

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain View! Spacious, private in law suite, holiday rental in Springfield
Mountain View! Spacious, private in law suite, holiday rental in Springfield
Mountain View! Spacious, private in law suite, holiday rental in Springfield

Mountain View! Spacious, private in law suite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Historic Huntington Home - Walk to Westfield River, holiday rental in Springfield
Historic Huntington Home - Walk to Westfield River, holiday rental in Springfield
Historic Huntington Home - Walk to Westfield River, holiday rental in Springfield

Historic Huntington Home - Walk to Westfield River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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