Lakeville Vacation Rentals

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Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Lakeville

Exterior
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.6 out of 10, Exceptional, (4)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
The price is ￥13,605
￥41,815 total
includes taxes & fees
Oct 28 - Oct 29
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT
CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is ￥18,037
￥100,230 total
includes taxes & fees
Nov 2 - Nov 3
CT Gate House Goshen CT, Gate House Goshen CT
Outdoor dining
Hoppy Hill Farm House
Hoppy Hill Farm House
9.4 out of 10, Exceptional, (3)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is ￥17,579
￥32,163 total
includes taxes & fees
Nov 2 - Nov 3
Hoppy Hill Farm House
2 bedrooms, desk, iron/ironing board, WiFi
The Jefferson Guest House, Spacious, Special Views
The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (8)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
United States
Jennifer A.
The price is ￥44,574
￥57,567 total
includes taxes & fees
Oct 28 - Oct 29
The Jefferson Guest House, Spacious, Special Views
Fridge, microwave, oven, stovetop
Charming apartment 7 minute walk to downtown
Charming apartment 7 minute walk to downtown
10.0 out of 10, Exceptional, (15)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is ￥20,361
￥37,478 total
includes taxes & fees
Oct 29 - Oct 30
Charming apartment 7 minute walk to downtown
Smart TV, fireplace, books
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
United States
Carly F.
The price is ￥43,473
￥78,269 total
includes taxes & fees
Nov 4 - Nov 5
Cozy. Clean. Free bagel shop.
TV, offices
The Brooks Motel: Exceptional Suite
The Brooks Motel: Exceptional Suite
9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is ￥24,305
￥30,988 total
includes taxes & fees
Oct 28 - Oct 29
The Brooks Motel: Exceptional Suite
Property grounds
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (45)
"Fantastic hosts and great facilities would highly recommend"
United States
Steve
The price is ￥19,108
￥32,521 total
includes taxes & fees
Nov 15 - Nov 16
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Exterior
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
The price is ￥14,675
￥44,946 total
includes taxes & fees
Oct 28 - Oct 29
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Fridge, microwave, oven, stovetop
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.6 out of 10, Exceptional, (5)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
United States
Carol H.
The price is ￥34,394
￥43,986 total
includes taxes & fees
Oct 28 - Oct 29
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Dining
Guesthouse Cabin vacation rentals in Berkshire County
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
United States
Tom S.
The price is ￥59,615
￥105,349 total
includes taxes & fees
Oct 29 - Oct 30
Guesthouse Cabin vacation rentals in Berkshire County
Exterior
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
10.0 out of 10, Exceptional, (1)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is ￥48,915
￥75,048 total
includes taxes & fees
Oct 28 - Oct 29
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Fridge, microwave, oven, stovetop
Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (25)
"Crisp and clean with a great location.Wonderful choice."
United States
Richard B.
The price is ￥29,043
￥46,613 total
includes taxes & fees
Nov 23 - Nov 24
Home in Great Barrington
Interior
The George is an elegant restored home in the Hudson Valley
The George is an elegant restored home in the Hudson Valley
9.2 out of 10, Wonderful, (5)
"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."
United States
Polly J.
The price is ￥88,047
￥143,353 total
includes taxes & fees
Oct 28 - Oct 29
The George is an elegant restored home in the Hudson Valley
Fridge, microwave, oven, stovetop
Great Barrington Get Away
Great Barrington Get Away
9.4 out of 10, Exceptional, (25)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
United States
Amy B.
The price is ￥38,979
￥73,420 total
includes taxes & fees
Oct 28 - Oct 29
Great Barrington Get Away
Exterior
The Blue Elm - A Historic Berkshire Cottage
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (11)
"Everything was great...and beautiful!"
United States
Nicole L.
The price is ￥30,572
￥63,177 total
includes taxes & fees
Oct 28 - Oct 29
The Blue Elm - A Historic Berkshire Cottage
Game room
Pet Friendly Riverfront Home in Great Barrington
Pet Friendly Riverfront Home in Great Barrington
8.8 out of 10, Excellent, (3)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ￥30,954
￥39,526 total
includes taxes & fees
Oct 29 - Oct 30
Pet Friendly Riverfront Home in Great Barrington
Property grounds
Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is ￥30,113
￥68,981 total
includes taxes & fees
Nov 11 - Nov 12
Cheerful 3-bedroom cottage with woodstove
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
10.0 out of 10, Exceptional, (1)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is ￥96,164
￥215,326 total
includes taxes & fees
Oct 28 - Oct 29
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Interior
rural, serene + sophisticated space
rural, serene + sophisticated space
10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
United States
BRIAN PATRICK M.
The price is ￥45,705
￥68,310 total
includes taxes & fees
Nov 10 - Nov 11
rural, serene + sophisticated space
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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Top Lakeville Hotel Reviews

Quality Inn

Quality Inn

10/10 Excellent
"Clean and convenient. Great front desk help. "
Christopher 1-night trip
Posted 2 days ago
Quality Inn

Find out more about Lakeville

Search for holiday rentals in Lakeville on Expedia! You can easily find your home rentals, villas, holiday apartments in Lakeville using one of the methods below:

  • View our selection of featured holiday rentals in Lakeville
  • Use the map to find apartments and other holiday homes in the Lakeville neighbourhood you prefer
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Frequently asked questions

Can I find vacation rentals in Lakeville?

Yes, we offer vacation rentals close to well known attractions in Lakeville, or you can select a secluded option if you'd like a relaxing place to stay. Lakeville is known for its restaurants and museums.

What are some of the best vacation home rentals that Lakeville has to offer?

Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water": This vacation home rental near Lakeville is located on a river and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals will I find in Lakeville?

Expedia has 14 vacation rentals for your stay in Lakeville.

What’s there to see and do in Lakeville?

While exploring the area, visit family-friendly sights like Harney and Sons Tea Tasting Room, or get outside and enjoy nature at Mount Frissell. Holley-Williams House Museum and Lime Rock Park are other places to visit while you're in town.

What’s a vacation rental in Lakeville like?

A vacation rental is a private property you can book for a few weeks or just a few days in Lakeville. Vacation rentals offer amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.