We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Monson Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
46 rentals in Monson.
Home in the woods, vacation rental in Monson
Home in the woods, vacation rental in Monson
Home in the woods, vacation rental in Monson

Home in the woods

Rental Home
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The following properties within 20 miles of Monson match all your filters:
PICON COZY, vacation rental in Monson
PICON COZY, vacation rental in Monson
PICON COZY, vacation rental in Monson

PICON COZY

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Monson
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Monson
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA, vacation rental in Monson

Your Own Private Luxury Resort - Sturbridge/Brimfield, MA

Rental Home
8 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Chic Lakehouse with a gorgeous view, vacation rental in Monson
Chic Lakehouse with a gorgeous view, vacation rental in Monson
Chic Lakehouse with a gorgeous view, vacation rental in Monson

Chic Lakehouse with a gorgeous view

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Monson
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Monson
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!, vacation rental in Monson

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake, vacation rental in Monson
Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake, vacation rental in Monson
Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake, vacation rental in Monson

Hidden Lake Chalet w/ fire pit, sauna, trails, directly on lake

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Thompson Lake Cape Cod, direct lake front with private lake dock., vacation rental in Monson
Thompson Lake Cape Cod, direct lake front with private lake dock., vacation rental in Monson
Thompson Lake Cape Cod, direct lake front with private lake dock., vacation rental in Monson

Thompson Lake Cape Cod, direct lake front with private lake dock.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Welcome to Honey Spot!, vacation rental in Monson
Welcome to Honey Spot!, vacation rental in Monson
Welcome to Honey Spot!, vacation rental in Monson

Welcome to Honey Spot!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Upscaled Quiet Neighborhood- Modern 3 BDRM, vacation rental in Monson
Upscaled Quiet Neighborhood- Modern 3 BDRM, vacation rental in Monson
Upscaled Quiet Neighborhood- Modern 3 BDRM, vacation rental in Monson

Upscaled Quiet Neighborhood- Modern 3 BDRM

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Springfield home with a view(Private first floor), vacation rental in Monson
Springfield home with a view(Private first floor), vacation rental in Monson
Springfield home with a view(Private first floor), vacation rental in Monson

Springfield home with a view(Private first floor)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Monson
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Monson
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!, vacation rental in Monson

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
In-law space for short term rental, vacation rental in Monson
In-law space for short term rental, vacation rental in Monson
In-law space for short term rental, vacation rental in Monson

In-law space for short term rental

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Trainmaster's Inn - Caboose, vacation rental in Monson
Trainmaster's Inn - Caboose, vacation rental in Monson
Trainmaster's Inn - Caboose, vacation rental in Monson

Trainmaster's Inn - Caboose

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
HOMEY  HOMEY, vacation rental in Monson
HOMEY  HOMEY, vacation rental in Monson
HOMEY  HOMEY, vacation rental in Monson

HOMEY HOMEY

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!, vacation rental in Monson
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!, vacation rental in Monson
Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!, vacation rental in Monson

Little Dipper Retreat Lakefront Cottage, Sunsets & Kayaks!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Monson
Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Monson
Cozy Hillside Lakehouse, Lake View,  Private Beach and Dock, vacation rental in Monson

Cozy Hillside Lakehouse, Lake View, Private Beach and Dock

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Springfield Condo, Close to Museums!, vacation rental in Monson
Springfield Condo, Close to Museums!, vacation rental in Monson
Springfield Condo, Close to Museums!, vacation rental in Monson

Springfield Condo, Close to Museums!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful Lakefront Home!!!  Winter- long term rentals available, vacation rental in Monson
Beautiful Lakefront Home!!!  Winter- long term rentals available, vacation rental in Monson
Beautiful Lakefront Home!!!  Winter- long term rentals available, vacation rental in Monson

Beautiful Lakefront Home!!! Winter- long term rentals available

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Weekend Weddings on our Working Farm, vacation rental in Monson
Weekend Weddings on our Working Farm, vacation rental in Monson
Weekend Weddings on our Working Farm, vacation rental in Monson

Weekend Weddings on our Working Farm

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
*** SPECIAL WEEKLY AND WEEKEND RENTALS! NEGOTIABLE! PLEASE INQUIRE! ***, vacation rental in Monson
*** SPECIAL WEEKLY AND WEEKEND RENTALS! NEGOTIABLE! PLEASE INQUIRE! ***, vacation rental in Monson
*** SPECIAL WEEKLY AND WEEKEND RENTALS! NEGOTIABLE! PLEASE INQUIRE! ***, vacation rental in Monson

*** SPECIAL WEEKLY AND WEEKEND RENTALS! NEGOTIABLE! PLEASE INQUIRE! ***

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful Lakefront Home in Heart of Massachusetts Near Antiquing and Breweries, vacation rental in Monson
Beautiful Lakefront Home in Heart of Massachusetts Near Antiquing and Breweries, vacation rental in Monson
Beautiful Lakefront Home in Heart of Massachusetts Near Antiquing and Breweries, vacation rental in Monson

Beautiful Lakefront Home in Heart of Massachusetts Near Antiquing and Breweries

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
3 Mi to Dtwn: Springfield Home w/ Deck!, vacation rental in Monson
3 Mi to Dtwn: Springfield Home w/ Deck!, vacation rental in Monson
3 Mi to Dtwn: Springfield Home w/ Deck!, vacation rental in Monson

3 Mi to Dtwn: Springfield Home w/ Deck!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lake House in Sturbridge w/All the Views!, vacation rental in Monson
Lake House in Sturbridge w/All the Views!, vacation rental in Monson
Lake House in Sturbridge w/All the Views!, vacation rental in Monson

Lake House in Sturbridge w/All the Views!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Luxury Home, Pool, fireplace, vacation rental in Monson
Luxury Home, Pool, fireplace, vacation rental in Monson
Luxury Home, Pool, fireplace, vacation rental in Monson

Luxury Home, Pool, fireplace

Rental Home
4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cookie Holiday Home, vacation rental in Monson
Cookie Holiday Home, vacation rental in Monson
Cookie Holiday Home, vacation rental in Monson

Cookie Holiday Home

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Quiet and Cozy Campground Cabin near the lake, vacation rental in Monson
Quiet and Cozy Campground Cabin near the lake, vacation rental in Monson
Quiet and Cozy Campground Cabin near the lake, vacation rental in Monson

Quiet and Cozy Campground Cabin near the lake

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC, vacation rental in Monson
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC, vacation rental in Monson
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC, vacation rental in Monson

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Quiet Neighborhood-5BR near Big E, Mass Mutual, Six flags, vacation rental in Monson
Quiet Neighborhood-5BR near Big E, Mass Mutual, Six flags, vacation rental in Monson
Quiet Neighborhood-5BR near Big E, Mass Mutual, Six flags, vacation rental in Monson

Quiet Neighborhood-5BR near Big E, Mass Mutual, Six flags

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
A Quiet, Spacious and Private 4 Bedroom house for  family reunion and getaway., vacation rental in Monson
A Quiet, Spacious and Private 4 Bedroom house for  family reunion and getaway., vacation rental in Monson
A Quiet, Spacious and Private 4 Bedroom house for  family reunion and getaway., vacation rental in Monson

A Quiet, Spacious and Private 4 Bedroom house for family reunion and getaway.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Brimfield Waterfront cottage, vacation rental in Monson
Brimfield Waterfront cottage, vacation rental in Monson
Brimfield Waterfront cottage, vacation rental in Monson

Brimfield Waterfront cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The Maybrook: Lake & Sauna, vacation rental in Monson
The Maybrook: Lake & Sauna, vacation rental in Monson
The Maybrook: Lake & Sauna, vacation rental in Monson

The Maybrook: Lake & Sauna

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield, vacation rental in Monson
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield, vacation rental in Monson
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield, vacation rental in Monson

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Modern Home w/ Spacious Yard in Springfield!, vacation rental in Monson
Modern Home w/ Spacious Yard in Springfield!, vacation rental in Monson
Modern Home w/ Spacious Yard in Springfield!, vacation rental in Monson

Modern Home w/ Spacious Yard in Springfield!

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Quaint horse farm for a nice escape!, vacation rental in Monson
Quaint horse farm for a nice escape!, vacation rental in Monson
Quaint horse farm for a nice escape!, vacation rental in Monson

Quaint horse farm for a nice escape!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cheerful 2 bedroom cottage with lake access close to Sturbridge line, vacation rental in Monson
Cheerful 2 bedroom cottage with lake access close to Sturbridge line, vacation rental in Monson
Cheerful 2 bedroom cottage with lake access close to Sturbridge line, vacation rental in Monson

Cheerful 2 bedroom cottage with lake access close to Sturbridge line

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Let's Go CAMPING!, vacation rental in Monson
Let's Go CAMPING!, vacation rental in Monson
Let's Go CAMPING!, vacation rental in Monson

Let's Go CAMPING!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cabin up in the Trees come explore nature!, vacation rental in Monson
Cabin up in the Trees come explore nature!, vacation rental in Monson
Cabin up in the Trees come explore nature!, vacation rental in Monson

Cabin up in the Trees come explore nature!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Tranquil Country Retreat with King Bed & Luxury Walk-In Shower, vacation rental in Monson
Tranquil Country Retreat with King Bed & Luxury Walk-In Shower, vacation rental in Monson
Tranquil Country Retreat with King Bed & Luxury Walk-In Shower, vacation rental in Monson

Tranquil Country Retreat with King Bed & Luxury Walk-In Shower

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Classic Waterfront Chatham Estate, vacation rental in Monson
Classic Waterfront Chatham Estate, vacation rental in Monson
Classic Waterfront Chatham Estate, vacation rental in Monson

Classic Waterfront Chatham Estate

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Brimfield Bungalow by the lake close to Sturbridge, vacation rental in Monson
Brimfield Bungalow by the lake close to Sturbridge, vacation rental in Monson
Brimfield Bungalow by the lake close to Sturbridge, vacation rental in Monson

Brimfield Bungalow by the lake close to Sturbridge

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Quiet and Cozy Campground Cabin 2 near the lake, vacation rental in Monson
Quiet and Cozy Campground Cabin 2 near the lake, vacation rental in Monson
Quiet and Cozy Campground Cabin 2 near the lake, vacation rental in Monson

Quiet and Cozy Campground Cabin 2 near the lake

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lakeside Haven: Tranquil Waters, vacation rental in Monson
Lakeside Haven: Tranquil Waters, vacation rental in Monson
Lakeside Haven: Tranquil Waters, vacation rental in Monson

Lakeside Haven: Tranquil Waters

Rental Home
4 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
CT Ranch Home Retreat on 120 Acres, vacation rental in Monson
CT Ranch Home Retreat on 120 Acres, vacation rental in Monson
CT Ranch Home Retreat on 120 Acres, vacation rental in Monson

CT Ranch Home Retreat on 120 Acres

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield, vacation rental in Monson
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield, vacation rental in Monson
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield, vacation rental in Monson

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E, vacation rental in Monson
2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E, vacation rental in Monson
2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E, vacation rental in Monson

2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, vacation rental in Monson
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, vacation rental in Monson
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake, vacation rental in Monson

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Showing results 1-46 of 46
Frequently Asked Questions about Monson