Book Holiday Homes in Springfield

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Springfield

Author Stephen Oates Once Owned

Author Stephen Oates Once Owned

Amherst
With a stay at this vacation home in Amherst, you'll be within a 5-minute drive of University of Massachusetts Amherst and Athletic Fields North.
Author Stephen Oates Once Owned
PICON COZY

PICON COZY

Springfield
The price is AU$274 per night from 13 Apr to 14 Apr
AU$274
includes taxes & fees
13 Apr - 14 Apr
With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MassMutual Center and MGM Springfield.
PICON COZY
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

East Otis
With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from County Beach.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Save an average of 15% on thousands of hotels when you're signed in
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Amherst
The price is AU$332 per night from 13 Apr to 14 Apr
AU$332
includes taxes & fees
13 Apr - 14 Apr
With a stay at this vacation home, you'll be centrally located in Amherst, within a 5-minute drive of University of Massachusetts Amherst and Puffers Pond South ...
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

West Brookfield
With a stay at this vacation home in West Brookfield, you'll be within a 15-minute drive of Quaboag River and Rock House Reservation.
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
1810 Brook Side Mill/House / EV Level 2 Charging on Site

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Shelburne Falls
Located in Shelburne Falls, this vacation home is in a rural location, within a 5-minute drive of Deerfield River and Bald Mountain Pottery.
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Peace and quiet on the lake

Peace and quiet on the lake

Becket
With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.
Peace and quiet on the lake
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Windsor
With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of Connecticut Convention Center and XL Center.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Granby
The price is AU$464 per night from 6 Apr to 7 Apr
AU$464
includes taxes & fees
6 Apr - 7 Apr
Located in Granby, this vacation home is on a river, within a 10-minute drive of Mount Holyoke Range State Park and Mount Holyoke College.
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Don't see what you're looking for?
See all available properties in Springfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Springfield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Springfield vacation homes are the perfect way for you to wing it.

Holiday houses in Springfield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Springfield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Springfield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Springfield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Springfield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Springfield Holiday Homes essential information

Accommodation
266 Holiday Homes
Lowest Price
AU$195
Highest Price
AU$464
Popular accommodation
Author Stephen Oates Once Owned, PICON COZY, 4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi, kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley, SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC, 1810 Brook Side Mill/House / EV Level 2 Charging on Site, Peace and quiet on the lake, NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!, Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Top trending hotels in Springfield

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$341 per night from 1 Apr to 2 Apr
AU$341
includes taxes & fees
1 Apr - 2 Apr
With a stay at MGM Springfield, you'll be centrally located in Springfield, within a 10-minute walk of MassMutual Center and Naismith Memorial Basketball Hall ...
MGM Springfield
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street, Springfield, MA
Fully refundable
The price is AU$233 per night from 6 Apr to 7 Apr
AU$233
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Springfield Downtown by IHG is centrally located in Springfield, a 3-minute walk from MassMutual Center and 12 minutes by foot from Paramount ...
Holiday Inn Express Springfield Downtown by IHG
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$195 per night from 6 Apr to 7 Apr
AU$195
includes taxes & fees
6 Apr - 7 Apr
A stay at La Quinta Inn & Suites by Wyndham Springfield MA places you in the heart of Springfield, within a 5-minute drive of Paramount Theater and MGM ...
La Quinta Inn & Suites by Wyndham Springfield MA
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn & Suites Springfield/Downtown

Hampton Inn & Suites Springfield/Downtown

2.5 out of 5
851 East Columbus Ave, Springfield, MA
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 7 Apr to 8 Apr
AU$207
includes taxes & fees
7 Apr - 8 Apr
With a stay at Hampton Inn & Suites Springfield/Downtown, you'll be centrally located in Springfield, within a 10-minute walk of Naismith Memorial Basketball ...
Hampton Inn & Suites Springfield/Downtown
Don't see what you're looking for?
See all available properties in Springfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.