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Windsor Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
50 rentals in Windsor.
Relaxing country hide away!, vacation rental in Windsor
Relaxing country hide away!, vacation rental in Windsor
Relaxing country hide away!, vacation rental in Windsor

Relaxing country hide away!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Windsor Lakefront House, vacation rental in Windsor
Windsor Lakefront House, vacation rental in Windsor
Windsor Lakefront House, vacation rental in Windsor

Windsor Lakefront House

Rental Home
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Windsor match all your filters:
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak, vacation rental in Windsor
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak, vacation rental in Windsor
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak, vacation rental in Windsor

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Mid-Coast Cabin on China Lake-Family Friendly!, vacation rental in Windsor
Cozy Mid-Coast Cabin on China Lake-Family Friendly!, vacation rental in Windsor
Cozy Mid-Coast Cabin on China Lake-Family Friendly!, vacation rental in Windsor

Cozy Mid-Coast Cabin on China Lake-Family Friendly!

Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Lakeside house on Webber Pond with small beach and wonderful views.  Peaceful!, vacation rental in Windsor
Lakeside house on Webber Pond with small beach and wonderful views.  Peaceful!, vacation rental in Windsor
Lakeside house on Webber Pond with small beach and wonderful views.  Peaceful!, vacation rental in Windsor

Lakeside house on Webber Pond with small beach and wonderful views. Peaceful!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Maine Cottage w/ Dock & Kayaks, Near Augusta!, vacation rental in Windsor
Maine Cottage w/ Dock & Kayaks, Near Augusta!, vacation rental in Windsor
Maine Cottage w/ Dock & Kayaks, Near Augusta!, vacation rental in Windsor

Maine Cottage w/ Dock & Kayaks, Near Augusta!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tiny House on 100 Acres Kayaks/Canoe/Paddleboards, vacation rental in Windsor
Tiny House on 100 Acres Kayaks/Canoe/Paddleboards, vacation rental in Windsor
Tiny House on 100 Acres Kayaks/Canoe/Paddleboards, vacation rental in Windsor

Tiny House on 100 Acres Kayaks/Canoe/Paddleboards

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private and Calming Waterfront to the Rescue!, vacation rental in Windsor
Private and Calming Waterfront to the Rescue!, vacation rental in Windsor
Private and Calming Waterfront to the Rescue!, vacation rental in Windsor

Private and Calming Waterfront to the Rescue!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Immaculate View On Webber Pond With Boat Rental Option, vacation rental in Windsor
Immaculate View On Webber Pond With Boat Rental Option, vacation rental in Windsor
Immaculate View On Webber Pond With Boat Rental Option, vacation rental in Windsor

Immaculate View On Webber Pond With Boat Rental Option

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Majestic View On Webber Pond With Boat Rental Option, vacation rental in Windsor
Majestic View On Webber Pond With Boat Rental Option, vacation rental in Windsor
Majestic View On Webber Pond With Boat Rental Option, vacation rental in Windsor

Majestic View On Webber Pond With Boat Rental Option

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cabin China Lake, vacation rental in Windsor
Cabin China Lake, vacation rental in Windsor
Cabin China Lake, vacation rental in Windsor

Cabin China Lake

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy Cottage on Togus Pond, vacation rental in Windsor
Cozy Cottage on Togus Pond, vacation rental in Windsor
Cozy Cottage on Togus Pond, vacation rental in Windsor

Cozy Cottage on Togus Pond

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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3 Bedroom year round lakefront home on Three Mile Pond in South China, ME, vacation rental in Windsor
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME, vacation rental in Windsor
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME, vacation rental in Windsor

3 Bedroom year round lakefront home on Three Mile Pond in South China, ME

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront Studio in the Trees with Gorgeous Views, Balcony, & Shared Canoe, vacation rental in Windsor
Lakefront Studio in the Trees with Gorgeous Views, Balcony, & Shared Canoe, vacation rental in Windsor
Lakefront Studio in the Trees with Gorgeous Views, Balcony, & Shared Canoe, vacation rental in Windsor

Lakefront Studio in the Trees with Gorgeous Views, Balcony, & Shared Canoe

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy lakeshore cottage, sunset, sunrise views mid Maine near coast, wifi, vacation rental in Windsor
Cozy lakeshore cottage, sunset, sunrise views mid Maine near coast, wifi, vacation rental in Windsor
Cozy lakeshore cottage, sunset, sunrise views mid Maine near coast, wifi, vacation rental in Windsor

Cozy lakeshore cottage, sunset, sunrise views mid Maine near coast, wifi

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lakeside Bedroom with private entrance on private floor, vacation rental in Windsor
Lakeside Bedroom with private entrance on private floor, vacation rental in Windsor
Lakeside Bedroom with private entrance on private floor, vacation rental in Windsor

Lakeside Bedroom with private entrance on private floor

Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Tinyhouse 100 wooded acres - Kayak/Canoe/Paddleboard included, vacation rental in Windsor
Tinyhouse 100 wooded acres - Kayak/Canoe/Paddleboard included, vacation rental in Windsor
Tinyhouse 100 wooded acres - Kayak/Canoe/Paddleboard included, vacation rental in Windsor

Tinyhouse 100 wooded acres - Kayak/Canoe/Paddleboard included

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Bottom floor apartment in Duplex - long term tenant upstairs, vacation rental in Windsor
Bottom floor apartment in Duplex - long term tenant upstairs, vacation rental in Windsor
Bottom floor apartment in Duplex - long term tenant upstairs, vacation rental in Windsor

Bottom floor apartment in Duplex - long term tenant upstairs

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepits, vacation rental in Windsor
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepits, vacation rental in Windsor
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepits, vacation rental in Windsor

Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepits

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy and comfortable lakefront duplex with swimming dock & WiFi - dogs welcome, vacation rental in Windsor
Cozy and comfortable lakefront duplex with swimming dock & WiFi - dogs welcome, vacation rental in Windsor
Cozy and comfortable lakefront duplex with swimming dock & WiFi - dogs welcome, vacation rental in Windsor

Cozy and comfortable lakefront duplex with swimming dock & WiFi - dogs welcome

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Wonderful waterfront escape with high-speed WiFi, deck, kitchenette & more, vacation rental in Windsor
Wonderful waterfront escape with high-speed WiFi, deck, kitchenette & more, vacation rental in Windsor
Wonderful waterfront escape with high-speed WiFi, deck, kitchenette & more, vacation rental in Windsor

Wonderful waterfront escape with high-speed WiFi, deck, kitchenette & more

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi, vacation rental in Windsor
Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi, vacation rental in Windsor
Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi, vacation rental in Windsor

Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Pet-Friendly Togus Pond Home: Kayak & Canoe!, vacation rental in Windsor
Pet-Friendly Togus Pond Home: Kayak & Canoe!, vacation rental in Windsor
Pet-Friendly Togus Pond Home: Kayak & Canoe!, vacation rental in Windsor

Pet-Friendly Togus Pond Home: Kayak & Canoe!

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Dog-friendy lakefront cottage w/gas fireplace, firepit, dock, grill, & 3 kayaks, vacation rental in Windsor
Dog-friendy lakefront cottage w/gas fireplace, firepit, dock, grill, & 3 kayaks, vacation rental in Windsor
Dog-friendy lakefront cottage w/gas fireplace, firepit, dock, grill, & 3 kayaks, vacation rental in Windsor

Dog-friendy lakefront cottage w/gas fireplace, firepit, dock, grill, & 3 kayaks

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Quiet - Romantic - Secluded Cottage on Lake, vacation rental in Windsor
Quiet - Romantic - Secluded Cottage on Lake, vacation rental in Windsor
Quiet - Romantic - Secluded Cottage on Lake, vacation rental in Windsor

Quiet - Romantic - Secluded Cottage on Lake

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Windsor
New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Windsor
New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Windsor

New- Golf, Fishing, Kayaks & Waterfront - Private Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations, vacation rental in Windsor
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations, vacation rental in Windsor
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations, vacation rental in Windsor

"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Spacious Maine Mid-Coast Private Escape, vacation rental in Windsor
Spacious Maine Mid-Coast Private Escape, vacation rental in Windsor
Spacious Maine Mid-Coast Private Escape, vacation rental in Windsor

Spacious Maine Mid-Coast Private Escape

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Enchanting WATERFRONT Log Cabin on Togus Pond - 3 nights min required, vacation rental in Windsor
Enchanting WATERFRONT Log Cabin on Togus Pond - 3 nights min required, vacation rental in Windsor
Enchanting WATERFRONT Log Cabin on Togus Pond - 3 nights min required, vacation rental in Windsor

Enchanting WATERFRONT Log Cabin on Togus Pond - 3 nights min required

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK, vacation rental in Windsor
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK, vacation rental in Windsor
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK, vacation rental in Windsor

Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK

Rental Home
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Showing results 1-30 of 50
Frequently Asked Questions about Windsor