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.

Holiday Rentals in Lakeville

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 km
50 rentals in Lakeville.
Sort by:
Tripadvisor Sort

Lake House

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Babbling Brook Retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Close To Skiing! Beautiful +Family Friendly - W Tree House & Tennis Court

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out

Captivating Artisan Built Home With Spectacular Water Views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Antique Farmhouse Totally Restored

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out

Cozy Organic Carriage House in Woods

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out

Bluebird Valley Farmhouse

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Spacious Home nestled along the Blackberry river in The Northwest Corner of CT.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Harmony House, Lakeville, Connecticut

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Save time - get the best Lakeville rentals sent straight to your email!

The Little House in the Woods

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

North Canaan's Quiet & Cozy Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Country living with a Lake View

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Sharon Country Estate On 300 Acres With 100 Mile Views

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Retreat in a lake community 2 hours from NYC - short or long term

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

The Cottage at Great Falls

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

New England Winter Wonderland - 2 Hrs from NYC

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Fall/Winter Mountain Spa Sanctuary with 15 Acre Trail System

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out

Little Red Hen is an old school house from the 1900 hundred.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Falls Village family retreat/workplace on 20 Acres

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Hundred year old cottage on 120 acres of land next to a stream

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Beautiful Mountainside House with nearby Lake and Hiking Trails

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Mountainview - Vacation Rental in Sharon, CT

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Private Country Retreat in Lovely Lakeville CT

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

An acclaimed photographers country estate, arts community, near private schools!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Newly Renovated Country Retreat-Berkshires

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Contemporary Custom Built Home On A Country Lane Close To Sharon

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

A Country Lodge Straight Out of the Pages of a Great Novel

Holiday Rental House
4 bedrooms
0 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Charming Ashley Falls Cottage Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

NEW Renovation Modern House on 40 Acres -- Clean, Private, Great for Families

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out

Charming 2+2 Lakeside Cottage on Best Lake in CT

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Hudson Valley - Picardy Farm: Entire Estate

Holiday Rental House
10 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out

Hudson Valley - Picardy Farm: Main & Garden House

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out

Quiet Country Contemporary Home – Ideal Respite From The City

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Exclusive Rental in Beautiful Amenia!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

The FarmHouse

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Tentrr Signature Site - Driftways Farm

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

The BARN at Willow Brook Farm

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Hudson Valley - Picardy Farm: The Garden House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Hudson Valley - Picardy Farm: The Barn

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Hudson Valley- Picardy Farm: The Main House

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Tentrr Signature Site - Hudson Valley Hilltop 1

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Tentrr Signature Site - Hudson Valley Hilltop 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Country Living at its best in this Sharon Estate with indoor pool*

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Mid Century Modern Berkshires House with Pondfront

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Quintessential, inviting , sun drenched Northwest CT country cottage.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Ski Retreat -- Private Modern on 40 Acres of Land

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Payment Protection

Tentrr Signature Site - Hudson Valley Hilltop 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
1
Frequently Asked Questions about Lakeville


Yes, here are some popular holiday rentals in Lakeville that have internet access:\n\nSee all holiday rentals in Lakeville on Tripadvisor