Book Holiday Homes in Monson

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Featured Holiday Homes in Monson

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore

Spencer
Located in Spencer, this vacation home is on the waterfront, within a 10-minute drive of Saint Joseph's Abbey and Buck Hill Conservation Dam.
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Holland
With a stay at this vacation home in Holland, you'll be on a lake, within a 15-minute drive of Old Sturbridge Village and Mashapaug Pond.
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
PICON COZY

PICON COZY

Springfield
The price is AU$259 per night from 10 Nov to 11 Nov
AU$259
includes taxes & fees
10 Nov - 11 Nov
With a stay at this vacation home in Springfield (Sixteen Acres), you'll be within a 10-minute drive of MGM Springfield and Vibra Hospital.
PICON COZY
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Large relaxing house in 25 acres of private woods with lake access.

Large relaxing house in 25 acres of private woods with lake access.

Spencer
Located in Spencer, this vacation home is on a lake, within a 10-minute drive of Buck Hill Conservation Dam and Moore State Park.
Large relaxing house in 25 acres of private woods with lake access.
Charming 4Bds+1crib house with patio Amherst Center

Charming 4Bds+1crib house with patio Amherst Center

2 out of 5
Amherst
With a stay at this vacation home in Amherst, you'll be within a 15-minute walk of University of Massachusetts Amherst and Amherst College.
Charming 4Bds+1crib house with patio Amherst Center
The Creation Station is a cozy place so make yourself at home.

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

Easthampton Ma
The price is AU$432 per night from 13 Nov to 14 Nov
AU$432
includes taxes & fees
13 Nov - 14 Nov
Located in Easthampton, this vacation home is in the mountains, a 3-minute drive from Southampton Wildlife Management Area and 5 minutes from Mount Tom State ...
The Creation Station is a cozy place so make yourself at home.
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 Amherst ...
Amherst, Perfect Location, UMass, Smith, MHC!
Breathtaking Lakefront Property! Cozy house! Special off-season rates!

Breathtaking Lakefront Property! Cozy house! Special off-season rates!

Woodstock
The price is AU$824 per night from 7 Nov to 8 Nov
AU$824
includes taxes & fees
7 Nov - 8 Nov
When you stay at this vacation home in Woodstock, you'll be on the beach, within a 5-minute drive of Taylor Brooke Winery and Roseland Cottage.
Breathtaking Lakefront Property! Cozy house! Special off-season rates!
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

Granby
With a stay at this vacation home in Granby, you'll be within a 15-minute drive of Amherst College and University of Massachusetts Amherst.
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
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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
88 Holiday Homes
Lowest Price
AU$125
Highest Price
AU$824
Popular accommodation
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore, Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, PICON COZY, Large relaxing house in 25 acres of private woods with lake access., Charming 4Bds+1crib house with patio Amherst Center, The Creation Station is a cozy place so make yourself at home., Amherst, Perfect Location, UMass, Smith, MHC!, Breathtaking Lakefront Property! Cozy house! Special off-season rates!, Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

Top trending hotels in Monson

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2.5 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 10 Nov to 11 Nov
AU$125
includes taxes & fees
10 Nov - 11 Nov
Located in Windsor Locks, Days Inn by Wyndham Windsor Locks / Bradley Intl Airport is in a shopping district, within a 15-minute drive of New England Air Museum ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
The price is AU$279 per night from 3 Dec to 4 Dec
AU$279
includes taxes & fees
3 Dec - 4 Dec
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$168 per night from 7 Nov to 8 Nov
AU$168
includes taxes & fees
7 Nov - 8 Nov
With a stay at Wellsworth Hotel, you'll be centrally located in Southbridge, within a 10-minute drive of Old Sturbridge Village and Southbridge Town Common.
Wellsworth Hotel
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Fairfield Inn & Suites by Marriott Springfield Enfield

Fairfield Inn & Suites by Marriott Springfield Enfield

2.5 out of 5
1 Bright Meadow Blvd, Enfield, CT
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 14 Nov to 15 Nov
AU$206
includes taxes & fees
14 Nov - 15 Nov
Located in Enfield (Sherwood Manor), Fairfield Inn & Suites by Marriott Springfield Enfield is within a 10-minute drive of MGM Springfield and Naismith Memorial ...
Fairfield Inn & Suites by Marriott Springfield Enfield
Don't see what you're looking for?
See all available properties in Monson
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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.

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^Subject to availability and chosen travel dates.