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.

South Lee Holiday Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
45 rentals in South Lee.
Villa with Access to Amazing Amenities!, holiday rental in South Lee
Villa with Access to Amazing Amenities!, holiday rental in South Lee
Villa with Access to Amazing Amenities!, holiday rental in South Lee

Villa with Access to Amazing Amenities!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Villa with Access to Various Amenities, holiday rental in South Lee
Villa with Access to Various Amenities, holiday rental in South Lee
Villa with Access to Various Amenities, holiday rental in South Lee

Villa with Access to Various Amenities

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Spacious Villa with Access to Various Amenities!, holiday rental in South Lee
Spacious Villa with Access to Various Amenities!, holiday rental in South Lee
Spacious Villa with Access to Various Amenities!, holiday rental in South Lee

Spacious Villa with Access to Various Amenities!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Equipped Villa with Access to Amazing Amenities!, holiday rental in South Lee
Equipped Villa with Access to Amazing Amenities!, holiday rental in South Lee
Equipped Villa with Access to Amazing Amenities!, holiday rental in South Lee

Equipped Villa with Access to Amazing Amenities!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Architect Designed Home, holiday rental in South Lee
Architect Designed Home, holiday rental in South Lee
Architect Designed Home, holiday rental in South Lee

Architect Designed Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
The following properties within 20 miles of South Lee match all your filters:
Stockbridge Village Cottage With Mountain View’s and walk to town, holiday rental in South Lee
Stockbridge Village Cottage With Mountain View’s and walk to town, holiday rental in South Lee
Stockbridge Village Cottage With Mountain View’s and walk to town, holiday rental in South Lee

Stockbridge Village Cottage With Mountain View’s and walk to town

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
A Grand property in Historic Stockbridge, holiday rental in South Lee
A Grand property in Historic Stockbridge, holiday rental in South Lee
A Grand property in Historic Stockbridge, holiday rental in South Lee

A Grand property in Historic Stockbridge

Holiday Rental House
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Walk into town, soak up sun on enclosed porch & steps away from nature trails!, holiday rental in South Lee
Walk into town, soak up sun on enclosed porch & steps away from nature trails!, holiday rental in South Lee
Walk into town, soak up sun on enclosed porch & steps away from nature trails!, holiday rental in South Lee

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Spectacular setting on your own private lake close to it all!, holiday rental in South Lee
Spectacular setting on your own private lake close to it all!, holiday rental in South Lee
Spectacular setting on your own private lake close to it all!, holiday rental in South Lee

Spectacular setting on your own private lake close to it all!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in South Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in South Lee
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!, holiday rental in South Lee

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
One block from Main St Stockbridge, holiday rental in South Lee
One block from Main St Stockbridge, holiday rental in South Lee
One block from Main St Stockbridge, holiday rental in South Lee

One block from Main St Stockbridge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in South Lee
7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in South Lee
7 nights in our 1 br, full kitchen villa. Only 110 per night, holiday rental in South Lee

7 nights in our 1 br, full kitchen villa. Only 110 per night

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stockbridge Vacation by Norman Rockwell, holiday rental in South Lee
Stockbridge Vacation by Norman Rockwell, holiday rental in South Lee
Stockbridge Vacation by Norman Rockwell, holiday rental in South Lee

Stockbridge Vacation by Norman Rockwell

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Great house in Stockbridge, holiday rental in South Lee
Great house in Stockbridge, holiday rental in South Lee
Great house in Stockbridge, holiday rental in South Lee

Great house in Stockbridge

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in South Lee
1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in South Lee
1500 sqft private entrance with beautiful views of the Berkshire Mountains, holiday rental in South Lee

1500 sqft private entrance with beautiful views of the Berkshire Mountains

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Clean & Modern space with a mix of original warmth and charming renovation., holiday rental in South Lee
Clean & Modern space with a mix of original warmth and charming renovation., holiday rental in South Lee
Clean & Modern space with a mix of original warmth and charming renovation., holiday rental in South Lee

Clean & Modern space with a mix of original warmth and charming renovation.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Great Place - 2 BD - Kitchen and Pool , holiday rental in South Lee
Great Place - 2 BD - Kitchen and Pool , holiday rental in South Lee
Great Place - 2 BD - Kitchen and Pool , holiday rental in South Lee

Great Place - 2 BD - Kitchen and Pool 

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in South Lee
2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in South Lee
2 Bedroom/2 Bath Vacation Rental in the Berkshires, holiday rental in South Lee

2 Bedroom/2 Bath Vacation Rental in the Berkshires

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charming cottage in Norman Rockwell's Stockbridge with two decks!, holiday rental in South Lee
Charming cottage in Norman Rockwell's Stockbridge with two decks!, holiday rental in South Lee
Charming cottage in Norman Rockwell's Stockbridge with two decks!, holiday rental in South Lee

Charming cottage in Norman Rockwell's Stockbridge with two decks!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in South Lee
Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in South Lee
Spacious Comfortable Charming Family Farmhouse Great Location, holiday rental in South Lee

Spacious Comfortable Charming Family Farmhouse Great Location

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Two Blocks from the Red Lion Inn & next to Berkshire Theater, holiday rental in South Lee
Two Blocks from the Red Lion Inn & next to Berkshire Theater, holiday rental in South Lee
Two Blocks from the Red Lion Inn & next to Berkshire Theater, holiday rental in South Lee

Two Blocks from the Red Lion Inn & next to Berkshire Theater

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
In the Heart of Everything, holiday rental in South Lee
In the Heart of Everything, holiday rental in South Lee
In the Heart of Everything, holiday rental in South Lee

In the Heart of Everything

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Summer in the BERKSHIRES!, holiday rental in South Lee
Summer in the BERKSHIRES!, holiday rental in South Lee
Summer in the BERKSHIRES!, holiday rental in South Lee

Summer in the BERKSHIRES!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in South Lee
* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in South Lee
* Private Berkshire Escape* Monthly Pricing Avail, holiday rental in South Lee

* Private Berkshire Escape* Monthly Pricing Avail

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stylish Mid-century Modern Berkshires Cape, holiday rental in South Lee
Stylish Mid-century Modern Berkshires Cape, holiday rental in South Lee
Stylish Mid-century Modern Berkshires Cape, holiday rental in South Lee

Stylish Mid-century Modern Berkshires Cape

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful Home in AMAZING Berkshire Location, holiday rental in South Lee
Beautiful Home in AMAZING Berkshire Location, holiday rental in South Lee
Beautiful Home in AMAZING Berkshire Location, holiday rental in South Lee

Beautiful Home in AMAZING Berkshire Location

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests, holiday rental in South Lee
Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests, holiday rental in South Lee
Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests, holiday rental in South Lee

Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., holiday rental in South Lee
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., holiday rental in South Lee
Stockbridge! 1/2 mile from Red Lion inn.  Great Barrington, Lenox, Lee close by., holiday rental in South Lee

Stockbridge! 1/2 mile from Red Lion inn. Great Barrington, Lenox, Lee close by.

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Beautiful  Farm House Near Family Ski Mountains And Other Fun Winter Activities, holiday rental in South Lee
Beautiful  Farm House Near Family Ski Mountains And Other Fun Winter Activities, holiday rental in South Lee
Beautiful  Farm House Near Family Ski Mountains And Other Fun Winter Activities, holiday rental in South Lee

Beautiful Farm House Near Family Ski Mountains And Other Fun Winter Activities

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in South Lee
5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in South Lee
5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood, holiday rental in South Lee

5Bdrm/6Bath estate on Lenox - Stockbridge border, near BSO Tanglewood

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee, holiday rental in South Lee

Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee, holiday rental in South Lee

Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Fabulous In-town Stockbridge Pied-á-Terre, pet friendly!, holiday rental in South Lee
Fabulous In-town Stockbridge Pied-á-Terre, pet friendly!, holiday rental in South Lee
Fabulous In-town Stockbridge Pied-á-Terre, pet friendly!, holiday rental in South Lee

Fabulous In-town Stockbridge Pied-á-Terre, pet friendly!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Great Place - 2 BD - Kitchen - Pool , holiday rental in South Lee
Great Place - 2 BD - Kitchen - Pool , holiday rental in South Lee
Great Place - 2 BD - Kitchen - Pool , holiday rental in South Lee

Great Place - 2 BD - Kitchen - Pool 

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in South Lee
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in South Lee
2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!, holiday rental in South Lee

2 Comfortable Units! Indoor and Outdoor Pool, Short Drive to Tanglewood Town!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing, holiday rental in South Lee
In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing, holiday rental in South Lee
In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing, holiday rental in South Lee

In-Town Victorian 5 Bd Front House &/or 6 Bd Back House w/Beach Rights, Skiing

Holiday Rental House
12 bedrooms
8 bathrooms
Sleeps 24
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in South Lee
Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in South Lee
Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!, holiday rental in South Lee

Short Drive to Norman Rockwell Museum! Indoor and Outdoor Pool, Free Parking!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee, holiday rental in South Lee

Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Stockbridge Home, Come Experience The Berkshires!, holiday rental in South Lee
Stockbridge Home, Come Experience The Berkshires!, holiday rental in South Lee
Stockbridge Home, Come Experience The Berkshires!, holiday rental in South Lee

Stockbridge Home, Come Experience The Berkshires!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Delightful Stockbridge House, Walk to Town!, holiday rental in South Lee
Delightful Stockbridge House, Walk to Town!, holiday rental in South Lee
Delightful Stockbridge House, Walk to Town!, holiday rental in South Lee

Delightful Stockbridge House, Walk to Town!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Charming 2-bedroom apartment in Lee with fitness room, WiFi, holiday rental in South Lee
Charming 2-bedroom apartment in Lee with fitness room, WiFi, holiday rental in South Lee
Charming 2-bedroom apartment in Lee with fitness room, WiFi, holiday rental in South Lee

Charming 2-bedroom apartment in Lee with fitness room, WiFi

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee, holiday rental in South Lee
Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee, holiday rental in South Lee

Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, holiday rental in South Lee
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, holiday rental in South Lee
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!, holiday rental in South Lee

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Berkshire Mountain retreat with Urban eco-luxuries, holiday rental in South Lee
Berkshire Mountain retreat with Urban eco-luxuries, holiday rental in South Lee
Berkshire Mountain retreat with Urban eco-luxuries, holiday rental in South Lee

Berkshire Mountain retreat with Urban eco-luxuries

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge, holiday rental in South Lee
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge, holiday rental in South Lee
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge, holiday rental in South Lee

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
As seen on
Vrbo.com logo
Showing results 1-45 of 45
Frequently Asked Questions about South Lee