Book Holiday Homes in Monson

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 Monson

PICON COZY

PICON COZY

Springfield
The price is AU$274 per night from 16 Apr to 17 Apr
AU$274
includes taxes & fees
16 Apr - 17 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
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
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$444 per night from 3 May to 4 May
AU$444
includes taxes & fees
3 May - 4 May
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
Save an average of 15% on thousands of hotels when you're signed in
Thomas's Cozy Duplex - Centrally Located

Thomas's Cozy Duplex - Centrally Located

Springfield
With a stay at this vacation home in Springfield, you'll be within a 5-minute drive of MassMutual Center and MGM Springfield.
Thomas's Cozy Duplex - Centrally Located
The Bungalow at Eagleville Lake 
Under 3 miles to UCONN!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Coventry
With a stay at this vacation home in Coventry, you'll be on the waterfront, within a 5-minute drive of University of Connecticut and J. M. Sarnik & Sons' The ...
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Amazing lake house with everything you need!

Amazing lake house with everything you need!

Ashford
Located in Ashford, this vacation home is on a lake, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Amazing lake house with everything you need!
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Ashford
The price is AU$476 per night from 9 Apr to 10 Apr
AU$476
includes taxes & fees
9 Apr - 10 Apr
Located in Ashford, this vacation home is on the waterfront, within a 10-minute drive of Tinkerville Brook Reserve and Iron Mine Valley Preserve.
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Home in the woods

Home in the woods

Monson
Located in Monson, this vacation home is in a rural location, within a 10-minute drive of Crane Hill Disc Golf Course and Quaboag River.
Home in the woods
Amherst, Perfect Location, UMass, Smith, MHC!

Amherst, Perfect Location, UMass, Smith, MHC!

Hadley
With a stay at this vacation home, you'll be centrally located in Hadley, within a 5-minute drive of University of Massachusetts Amherst and Cinemark At Hampshire ...
Amherst, Perfect Location, UMass, Smith, MHC!
Don't see what you're looking for?
See all available properties in Monson
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.

Monson 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 Monson vacation homes are the perfect way for you to wing it.

Holiday houses in Monson 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 Monson 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 Monson adventures, obvs.

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

Monson Holiday Homes essential information

Accommodation
128 Holiday Homes
Lowest Price
AU$190
Highest Price
AU$476
Popular accommodation
PICON COZY, SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC, Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails, Thomas's Cozy Duplex - Centrally Located, The Bungalow at Eagleville Lake Under 3 miles to UCONN! , Amazing lake house with everything you need! , Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD, Home in the woods, Amherst, Perfect Location, UMass, Smith, MHC!

Top trending hotels in Monson

MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$341 per night from 6 Apr to 7 Apr
AU$341
includes taxes & fees
6 Apr - 7 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
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 16 Apr to 17 Apr
AU$190
includes taxes & fees
16 Apr - 17 Apr
A stay at Wellsworth Hotel places you in the heart of Southbridge, steps from Southbridge Town Common and 5 minutes by foot from Windsor Court Historic ...
Wellsworth Hotel
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd, Holyoke, MA
Fully refundable
The price is AU$226 per night from 7 Apr to 8 Apr
AU$226
includes taxes & fees
7 Apr - 8 Apr
With a stay at D. Hotel Suites & Spa in Holyoke, you'll be 4.6 mi (7.4 km) from Smith College and 10.4 mi (16.7 km) from University of Massachusetts ...
D. Hotel Suites & Spa
Save an average of 15% on thousands of hotels when you're signed in
Homewood Suites by Hilton Windsor Locks Hartford

Homewood Suites by Hilton Windsor Locks Hartford

3 out of 5
65 Ella Grasso Turnpike, Windsor Locks, CT
The price is AU$240 per night from 13 Apr to 14 Apr
AU$240
includes taxes & fees
13 Apr - 14 Apr
Located in Windsor Locks, Homewood Suites by Hilton Windsor Locks Hartford is in a rural location, within a 10-minute drive of New England Air Museum and Connecticut ...
Homewood Suites by Hilton Windsor Locks Hartford
Don't see what you're looking for?
See all available properties in Monson
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.