Lakeville Holiday Rentals, Connecticut: Private House Rentals

A multi-tiered waterfall surrounded by autumn foliage.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Lakeville

Pet friendly

Apartment

Pool

Family friendly

Cottage

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Lakeville hotels

A wooden deck with a swing chair and a bench overlooking a lake.

A tented area with lush greenery and a dining setup.

A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.

A modern bar area with a counter, bar stools, and a variety of bottles.

1. Interlaken Inn & Resort

Lakeville

Stacie

5.784.898 ₫

6.652.632 ₫ total

includes taxes & fees

22 Sept - 23 Sept

A bedroom with a large bed, a chair, and a window with curtains.

A dining area with yellow chairs and tables, a kitchen in the background, and a clock on the wall.

A covered porch with a dining area, a sofa, and decorative wall art.

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

2. The White Hart

Salisbury

William

8.926.159 ₫

10.265.083 ₫ total

includes taxes & fees

15 Sept - 16 Sept

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

3. Quality Inn Great Barrington

Great Barrington

Sisile

2.683.809 ₫

2.997.676 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

A kitchen area with a counter, a microwave, a coffee machine, and a display case with pastries.

A Days Inn sign with a sunburst design, surrounded by trees.

A Days Inn building with a blue awning, a lobby entrance, and a well-maintained lawn with various plants.

4. Days Inn by Wyndham Torrington

Torrington

Sophornna

2.379.272 ₫

2.736.163 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with seating areas, tables, and a reception desk.

A breakfast area with a counter, coffee machine, and a display of pastries.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A kitchenette with a microwave, coffee maker, and coffee cups.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Great Barrington

BJORN

3.473.012 ₫

3.879.406 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

Bruce

4.824.636 ₫

5.389.118 ₫ total

includes taxes & fees

16 Sept - 17 Sept

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

A room with a fireplace, two striped armchairs, and a floral drape.

7. Blackberry River Inn

Norfolk

Rachel

3.887.700 ₫

4.470.855 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A modern kitchen with a dining area, a large window, and a view of the garden.

A modern outdoor dining area with a round table and white chairs, surrounded by lush greenery and a white railing.

A white building with a number '9' sign, a covered entrance, and six planters with shrubs.

A modern kitchen with a dining area, a sofa, and a TV mounted on the wall.

8. 9 Academy

Salisbury

Gina

15.388.813 ₫

17.697.135 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A modern living room with a sofa, armchair, and coffee table. There is a bed with a headboard and pillows, a lamp, and a shelf with items.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

9. the Alander

Copake

Phil

3.745.151 ₫

4.194.569 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

10. Monument Mountain Motel

Great Barrington

Analisia

2.215.989 ₫

2.475.169 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A house with a stone patio and wooden stools.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

11. Little Cat Lodge

Copake Falls

Kees

4.641.914 ₫

5.198.945 ₫ total

includes taxes & fees

13 Sept - 14 Sept

An outdoor patio with a fire pit, seating, and umbrellas.

A long dining table set with multiple wine glasses, water glasses, and folded white napkins.

A bedroom with a bed, a sofa, a wooden bench, a window, and a door.

A bedroom with a large bed, a dresser, a chair, and a table. There are three windows with blinds, and a lamp is on a nightstand.

12. The Millerton Inn

Millerton

Yiu Chung Benjamin

6.508.010 ₫

7.362.186 ₫ total

includes taxes & fees

14 Sept - 15 Sept

A lobby with a chandelier, a reception desk, and a sign indicating an exit.

A spacious living room with a fireplace, a dining area, and a sofa.

A white building with a covered patio area, a brick chimney, and a garden with various plants and flowers.

A long wooden table with potted plants and candle holders in a modern interior setting.

13. The Litchfield Inn

Litchfield

Sandra

6.165.633 ₫

7.090.387 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

A gym with various exercise equipment, a mirror, and a blue wall.

A spacious living area with a brown leather sofa, a glass coffee table, a wooden entertainment unit with a flat-screen TV, and a large window providing a view of the outdoors.

A motel with a covered entrance, a parking lot, and a building with a sign that reads "LARRY'S".

14. Americas Best Value Inn Torrington CT

Torrington

Carol

3.109.901 ₫

3.576.425 ₫ total

includes taxes & fees

17 Sept - 18 Sept

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A two-story building with a flat roof, solar panels, and a small patio area.

A covered porch with white railings and rocking chairs.

A bedroom with a wooden bed, two bedside tables, a window with curtains, and a radiator.

15. Locust Tree Bed and Breakfast LLC

East Canaan

Nicholas

2.721.390 ₫

3.129.599 ₫ total

includes taxes & fees

12 Sept - 13 Sept

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

16. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Kevin

1.943.850 ₫

2.171.281 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

A two-story building with a sign for Cornwall Inn, featuring a front porch and a mailbox.

A wooden counter with a wine bottle, glasses, and a sign.

A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.

17. Cornwall Inn and Lodge

Cornwall Bridge

Richard T

5.484.249 ₫

6.306.886 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

A bedroom with a large bed, a dresser, a chair, and a mirror.

18. Wilder House Berkshires

Sheffield

Mark

4.996.472 ₫

5.581.059 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A modern bedroom with a large bed, two bedside tables, and a textured wall behind the bed.

A living room with a sofa, a coffee table, a fireplace, and a ceiling fan.

A snow-covered landscape with a house and a sign that reads "the brooks".

A compact kitchen with a wooden countertop, a coffee machine, and a small shelf with a hair dryer and cups.

19. The Brooks Motel

Hillsdale

Nelson

3.778.844 ₫

4.232.306 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

A room with two yellow armchairs, a small table with a lamp, a framed painting on the wall, and a window with curtains.

A neatly made bed with white and brown pillows, two bedside lamps, and framed pictures on the wall.

A cozy living room with a dark blue sofa, patterned armchair, and a wooden fireplace.

20. Inn at Pine Plains

Pine Plains

Mary

7.127.450 ₫

8.062.927 ₫ total

includes taxes & fees

13 Sept - 14 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Lakeville attractions

Lime Rock Park

9.2/10 (30 reviews)

This historic 1.5-mile racing circuit winds through Connecticut's rolling hills, offering spectacular motorsport action since 1957. Enjoy races from grassy hillside viewing areas with a picnic-like atmosphere.

See properties

Holley-Williams House Museum

This 1768 historic residence showcases the Holley family's impact on Connecticut's iron industry. The Federal-style home tells the storey of regional craftsmanship from the 18th to 20th centuries.

See properties

Gay Woods Hill

Commune with nature and explore the great outdoors at Gay Woods Hill during your travels in Lakeville. Take in the museums while you're in the area.

See properties

Learn more about Lakeville

Sail across sparkling Wononscopomuc Lake or hike the nearby Appalachian Trail for stunning views of the Berkshire foothills. Explore the historic Holley-Williams House Museum or catch a performance at the Lime Rock Park racing circuit in neighbouring Salisbury.

See all hotels in Lakeville

Top Lakeville Hotel Reviews

Americas Best Value Inn Torrington CT

8/10 Good

"More than anything, everything was clean. Everything was in working order, and the host was pleasant and seen tidying up around the property. There were many accommodations right around me. I had the best fish and chips ever at the big Y across the street."

Little Cat Lodge

10/10 Excellent

"Beautiful and peaceful little lodge with easy access to all the wonderful things in the area (Catamount, Lakes etc..). Pool is very tranquil and each room has Mountain views. The lodge is artfully designed as well, providing a luxury feeling. I only wish 1) the indoor common area was open for guests at any time (but I assume this is a cost/staff issue) 2) there as espessso / coffee/ tea available for guests at a wider ranger of hours (only available at continental breakfast or kureg in room). But these would only be added luxuries and did not materially detract from absolutely delightful stay!!"

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

8/10 Good

"No extra amenities…just an average hotel"

Locust Tree Bed and Breakfast LLC

10/10 Excellent

"This was such a charming B&B. Clean rooms and bathrooms. The property was gorgeous!"

More cheap stays in Lakeville

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington MA

1.943.850 ₫

2.171.281 ₫ total

13 Sept - 14 Sept

includes taxes & fees

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

2.379.272 ₫

2.736.163 ₫ total

4 Oct - 5 Oct

includes taxes & fees

Quality Inn Great Barrington

372 Main Street Great Barrington MA

2.683.809 ₫

2.997.676 ₫ total

14 Sept - 15 Sept

includes taxes & fees

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

3.109.901 ₫

3.576.425 ₫ total

17 Sept - 18 Sept

includes taxes & fees

5.6/10 (819 reviews)

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

3.473.012 ₫

3.879.406 ₫ total

20 Sept - 21 Sept

includes taxes & fees

Little Cat Lodge

37 Catamount Rd Copake Falls NY

4.641.914 ₫

5.198.945 ₫ total

13 Sept - 14 Sept

includes taxes & fees

9.8/10 Exceptional! (137 reviews)

Hotels in Lakeville with star rating

Frequently asked questions

What's the seasonal weather in Lakeville?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Lakeville are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia

Rental cars Bradley Intl. airport

Book Hotels in Lakeville on Expedia.com

Find hotels in Lakeville, CT from 2.171.281 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lakeville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lakeville hotels

1. Interlaken Inn & Resort

2. The White Hart

3. Quality Inn Great Barrington

4. Days Inn by Wyndham Torrington

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

6. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

7. Blackberry River Inn

8. 9 Academy

9. the Alander

10. Monument Mountain Motel

11. Little Cat Lodge

12. The Millerton Inn

13. The Litchfield Inn

14. Americas Best Value Inn Torrington CT

15. Locust Tree Bed and Breakfast LLC

16. Travelodge by Wyndham Great Barrington Berkshires

17. Cornwall Inn and Lodge

18. Wilder House Berkshires

19. The Brooks Motel

20. Inn at Pine Plains

Stay near popular Lakeville attractions

Lime Rock Park

Holley-Williams House Museum

Gay Woods Hill

Learn more about Lakeville

Top Lakeville Hotel Reviews

Americas Best Value Inn Torrington CT

Little Cat Lodge

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Locust Tree Bed and Breakfast LLC

More cheap stays in Lakeville

Travelodge by Wyndham Great Barrington Berkshires

Days Inn by Wyndham Torrington

Quality Inn Great Barrington

Americas Best Value Inn Torrington CT

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Little Cat Lodge

Hotels in Lakeville with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app