Holiday Rentals in Lakeville
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50 rentals in Lakeville.
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Lake House
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
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Babbling Brook Retreat
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Close To Skiing! Beautiful +Family Friendly - W Tree House & Tennis Court
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Captivating Artisan Built Home With Spectacular Water Views
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Antique Farmhouse Totally Restored
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 16
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Cozy Organic Carriage House in Woods
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Bluebird Valley Farmhouse
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
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Charming Lakefront Cottage; Boat, Swim, Fish, Hike, Bike, Golf, majestic Views
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Spacious Home nestled along the Blackberry river in The Northwest Corner of CT.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Harmony House, Lakeville, Connecticut
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
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The Little House in the Woods
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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North Canaan's Quiet & Cozy Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Country living with a Lake View
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Sharon Country Estate On 300 Acres With 100 Mile Views
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Retreat in a lake community 2 hours from NYC - short or long term
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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The Cottage at Great Falls
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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New England Winter Wonderland - 2 Hrs from NYC
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Fall/Winter Mountain Spa Sanctuary with 15 Acre Trail System
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
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The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Little Red Hen is an old school house from the 1900 hundred.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Falls Village family retreat/workplace on 20 Acres
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Hundred year old cottage on 120 acres of land next to a stream
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Mountainside House with nearby Lake and Hiking Trails
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Mountainview - Vacation Rental in Sharon, CT
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Private Country Retreat in Lovely Lakeville CT
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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An acclaimed photographers country estate, arts community, near private schools!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Newly Renovated Country Retreat-Berkshires
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
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Contemporary Custom Built Home On A Country Lane Close To Sharon
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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A Country Lodge Straight Out of the Pages of a Great Novel
Holiday Rental House
4 bedrooms
0 bathrooms
Sleeps 12
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Charming Ashley Falls Cottage Retreat
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Adirondack-Style/Cottage-beautiful Lake & Mountain Views-Peaceful!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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NEW Renovation Modern House on 40 Acres -- Clean, Private, Great for Families
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Charming 2+2 Lakeside Cottage on Best Lake in CT
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Hudson Valley - Picardy Farm: Entire Estate
Holiday Rental House
10 bedrooms
8 bathrooms
Sleeps 20
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Hudson Valley - Picardy Farm: Main & Garden House
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
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Quiet Country Contemporary Home – Ideal Respite From The City
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Exclusive Rental in Beautiful Amenia!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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The FarmHouse
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Tentrr Signature Site - Driftways Farm
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
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The BARN at Willow Brook Farm
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Hudson Valley - Picardy Farm: The Garden House
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Hudson Valley - Picardy Farm: The Barn
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Hudson Valley- Picardy Farm: The Main House
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Tentrr Signature Site - Hudson Valley Hilltop 1
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 4
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Tentrr Signature Site - Hudson Valley Hilltop 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Country Living at its best in this Sharon Estate with indoor pool*
Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 7
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Mid Century Modern Berkshires House with Pondfront
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Quintessential, inviting , sun drenched Northwest CT country cottage.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ski Retreat -- Private Modern on 40 Acres of Land
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Tentrr Signature Site - Hudson Valley Hilltop 2
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Frequently Asked Questions about Lakeville
- Yes, here are some popular holiday rentals in Lakeville that have a pool:\n\nSee all holiday rentals with a pool in Lakeville on Tripadvisor
- Yes, here are some popular holiday rentals in Lakeville that have internet access:\n\nSee all holiday rentals in Lakeville on Tripadvisor
- The best pet friendly rentals in Lakeville are:\n
- \n
- Lake House \n
- Babbling Brook Retreat \n
- Quiet Country Contemporary Home – Ideal Respite From The City \n
- Some of the most popular kid friendly rentals in Lakeville are:\n\nSee all kid friendly holiday rentals in Lakeville on Tripadvisor