Lakeville Holiday Rentals

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Holiday Rentals in Lakeville

Charming apartment 7 minute walk to downtown
10.0 out of 10, Exceptional, (15)
"We had an amazing stay. The property was very clean and welcoming. Personal touches made us feel at home. A great location close to walking path and downtown. Would highly recommend! "
United States
jennifer b.
The price is NZ$433
includes taxes & fees
6 Nov - 7 Nov
Charming apartment 7 minute walk to downtown
CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
9.8 out of 10, Exceptional, (7)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
United States
Wilford
The price is NZ$1,142
includes taxes & fees
5 Nov - 6 Nov
CT Gate House Goshen CT, Gate House Goshen CT
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (9)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
United States
Robert B.
The price is NZ$1,204
includes taxes & fees
5 Nov - 6 Nov
Guesthouse Cabin vacation rentals in Berkshire County
Mid Century Modern Studio w/ Full Kitchen - Newly Built
9.8 out of 10, Exceptional, (6)
"Super cute, clean, and convenient for our quick trip to The Millbrook School."
United States
Carol H.
The price is NZ$508
includes taxes & fees
5 Nov - 6 Nov
Mid Century Modern Studio w/ Full Kitchen - Newly Built
Home in Great Barrington
9.8 out of 10, Exceptional, (25)
"We had a lovely one week stay at this property. The location was very convenient to all the restaurants and shops. The fall foliage was spectacular and truly enjoyed biking and hiking in the Berkshires."
United States
Farida K.
The price is NZ$515
includes taxes & fees
17 Nov - 18 Nov
Home in Great Barrington
The Jefferson Guest House, Spacious, Special Views
10.0 out of 10, Exceptional, (8)
"This is a beautiful property. The property owners were very welcoming and prompt to answer any questions and concerns. Litchfield is a wonderful little town that has so much to offer. We can’t wait to go back. "
United States
J D.
The price is NZ$654
includes taxes & fees
12 Nov - 13 Nov
The Jefferson Guest House, Spacious, Special Views
Cozy Modern Farmhouse Private 2 Bdrm Apartment
10.0 out of 10, Exceptional, (4)
"We were happy to have a clean and comfortable place to stay while in Torrington visiting family. The hotels in town are nasty so this was a great alternative. There is a park across the street and an Office warehouse on the street behind, so it’s quiet at night which was a plus. Inside is definitely as advertised, cozy but not cramped, the furniture and decor is well appointed. We will definitely stay again."
United States
Kelly Grace G.
The price is NZ$554
includes taxes & fees
2 Dec - 3 Dec
Cozy Modern Farmhouse Private 2 Bdrm Apartment
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 NZ$478
includes taxes & fees
3 Dec - 4 Dec
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
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 NZ$860
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Great Barrington Get Away
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
The price is NZ$909
includes taxes & fees
6 Nov - 7 Nov
Great Barrington Get Away
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 NZ$516
includes taxes & fees
6 Nov - 7 Nov
Pet Friendly Riverfront Home in Great Barrington
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 NZ$788
includes taxes & fees
12 Nov - 13 Nov
Cheerful 3-bedroom cottage with woodstove
The Brooks Motel: Exceptional Suite
9.2 out of 10, Wonderful, (5)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
United States
Susan S.
The price is NZ$351
includes taxes & fees
5 Nov - 6 Nov
The Brooks Motel: Exceptional Suite
The George is an elegant restored home in the Hudson Valley
9.2 out of 10, Wonderful, (5)
"Our group had a lovely experience at this idyllic horse farm in the Hudson Valley. The rental was very well appointed and spacious on beautiful grounds. Communication with the property owner was friendly, welcoming and prompt which is always appreciated when arranging a joint family vacation! Would highly recommend as a picturesque escape from the City to any country loving folks!"
United States
Christina S.
The price is NZ$1,606
includes taxes & fees
5 Nov - 6 Nov
The George is an elegant restored home in the Hudson Valley
Perfect House In Hillsdale, Brings Friends & Fam
8.4 out of 10, Very good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
The price is NZ$1,415
includes taxes & fees
29 Nov - 30 Nov
Perfect House In Hillsdale, Brings Friends & Fam
rural, serene + sophisticated space
10.0 out of 10, Exceptional, (7)
"A beautifully curated barn overlooking a picturesque landscape. Gregg, the owner, really cares and wants to make sure you have everything you need. We stayed over a weekend when we were attending a wedding in the area. It was so nice to have a place to relax amidst all the festivities. The birdsong and bullfrog chorus led us to some of the soundest sleep we’ve enjoyed in a long time. "
United States
Kathryn
The price is NZ$520
includes taxes & fees
5 Nov - 6 Nov
rural, serene + sophisticated space
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 NZ$2,320
includes taxes & fees
9 Nov - 10 Nov
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Cozy. Clean. Free bagel shop. 3 Fireplaces.
The price is NZ$1,026
includes taxes & fees
5 Nov - 6 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm
The Brooks Motel: Exceptional Suite
7.0 out of 10, Good, (4)
"We stayed at this Vrbo on a cold winter day. Out our window was a beautiful sight: a snow laden forest with a winding brook. The bed was firm, the way we like it, and the heating system was noiseless keeping us toasty all night. There were cooking utensils, a small fridge, an induction hot plate, a microwave and a toaster which was all we needed for our cooking needs. When we arrived after a long drive I made myself a hot tea and relaxed on the big comfortable couch.I highly recommend this...
United States
Harold R.
The price is NZ$351
includes taxes & fees
5 Nov - 6 Nov
The Brooks Motel: Exceptional Suite
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

Find out more about Lakeville

Everything you need to know about Lakeville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakeville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Lakeville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lakeville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakeville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakeville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakeville holiday rentals we have selected for you start as low as NZ$516 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakeville rentals

At Expedia, we put the best Lakeville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Lakeville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Lakeville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Lakeville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Lakeville?

Yes, there are holiday rentals close to the most popular sights in Lakeville, or you can select a more secluded option if you're looking for a relaxing stay. Lakeville is known for its restaurants and museums.

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

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Lakeville?

Expedia has 14 holiday 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 holiday rental in Lakeville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Lakeville. Holiday rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a small group gathering.