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Winslow Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

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Distance from

5 mi
50 rentals in Winslow.
All The Comforts of Home, vacation rental in Winslow
All The Comforts of Home, vacation rental in Winslow
All The Comforts of Home, vacation rental in Winslow

All The Comforts of Home

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The following properties within 20 miles of Winslow match all your filters:
Lakefront Cabin, vacation rental in Winslow
Lakefront Cabin, vacation rental in Winslow
Lakefront Cabin, vacation rental in Winslow

Lakefront Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Get away from it all at this cottage on East pond in Oakland Maine, vacation rental in Winslow
Get away from it all at this cottage on East pond in Oakland Maine, vacation rental in Winslow
Get away from it all at this cottage on East pond in Oakland Maine, vacation rental in Winslow

Get away from it all at this cottage on East pond in Oakland Maine

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront home on McGrath Pond - once featured on Maine Cabin Masters, vacation rental in Winslow
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters, vacation rental in Winslow
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters, vacation rental in Winslow

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Quiet, Lakefront home with private sandy beach, vacation rental in Winslow
Quiet, Lakefront home with private sandy beach, vacation rental in Winslow
Quiet, Lakefront home with private sandy beach, vacation rental in Winslow

Quiet, Lakefront home with private sandy beach

Rental Home
6 bedrooms
3 bathrooms
Sleeps 17
Match: Sleeps
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Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok, vacation rental in Winslow
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok, vacation rental in Winslow
Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok, vacation rental in Winslow

Lakefront home with water-view deck, kayaks, gas grill, & washer/dryer - dogs ok

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quiet setting 1 minute drive to China lake boat launch and ATV trail, vacation rental in Winslow
Quiet setting 1 minute drive to China lake boat launch and ATV trail, vacation rental in Winslow
Quiet setting 1 minute drive to China lake boat launch and ATV trail, vacation rental in Winslow

Quiet setting 1 minute drive to China lake boat launch and ATV trail

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes, vacation rental in Winslow
Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes, vacation rental in Winslow
Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes, vacation rental in Winslow

Modern lakeside log cabin on pristine East Pond Oakland Maine's Belgrade Lakes

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Full home, 7mins to lakes, 10mins to WTVL/Augusta w/ Hottub, vacation rental in Winslow
Full home, 7mins to lakes, 10mins to WTVL/Augusta w/ Hottub, vacation rental in Winslow
Full home, 7mins to lakes, 10mins to WTVL/Augusta w/ Hottub, vacation rental in Winslow

Full home, 7mins to lakes, 10mins to WTVL/Augusta w/ Hottub

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Classy AF Home Steps from Colby and Trails, vacation rental in Winslow
Classy AF Home Steps from Colby and Trails, vacation rental in Winslow
Classy AF Home Steps from Colby and Trails, vacation rental in Winslow

Classy AF Home Steps from Colby and Trails

Rental Home
3 bedrooms
0 bathrooms
Sleeps 3
Match: Sleeps
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Get away at this new house on Lovejoy Pond in Albion Maine, vacation rental in Winslow
Get away at this new house on Lovejoy Pond in Albion Maine, vacation rental in Winslow
Get away at this new house on Lovejoy Pond in Albion Maine, vacation rental in Winslow

Get away at this new house on Lovejoy Pond in Albion Maine

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gramp's Camp, vacation rental in Winslow
Gramp's Camp, vacation rental in Winslow
Gramp's Camp, vacation rental in Winslow

Gramp's Camp

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 2
Match: Sleeps
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Wendell Cottage, vacation rental in Winslow
Wendell Cottage, vacation rental in Winslow
Wendell Cottage, vacation rental in Winslow

Wendell Cottage

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
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Mystic Bungalow, vacation rental in Winslow
Mystic Bungalow, vacation rental in Winslow
Mystic Bungalow, vacation rental in Winslow

Mystic Bungalow

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 3
Match: Sleeps
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Hidden Cove Camp, vacation rental in Winslow
Hidden Cove Camp, vacation rental in Winslow
Hidden Cove Camp, vacation rental in Winslow

Hidden Cove Camp

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College, vacation rental in Winslow
Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College, vacation rental in Winslow
Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College, vacation rental in Winslow

Lakefront ground floor apartment on Snow Pond, close to Colby and Thomas College

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lavender Haze Cottage in the Woods, vacation rental in Winslow
Lavender Haze Cottage in the Woods, vacation rental in Winslow
Lavender Haze Cottage in the Woods, vacation rental in Winslow

Lavender Haze Cottage in the Woods

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access, vacation rental in Winslow
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access, vacation rental in Winslow
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access, vacation rental in Winslow

Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Farmhouse Oasis: Renovated Apt Near Downtown, vacation rental in Winslow
Farmhouse Oasis: Renovated Apt Near Downtown, vacation rental in Winslow
Farmhouse Oasis: Renovated Apt Near Downtown, vacation rental in Winslow

Farmhouse Oasis: Renovated Apt Near Downtown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint Oakland Getaway on East Pond Lake!, vacation rental in Winslow
Quaint Oakland Getaway on East Pond Lake!, vacation rental in Winslow
Quaint Oakland Getaway on East Pond Lake!, vacation rental in Winslow

Quaint Oakland Getaway on East Pond Lake!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Central Maine Apartment offering 4 Seasons of Fun., vacation rental in Winslow
Central Maine Apartment offering 4 Seasons of Fun., vacation rental in Winslow
Central Maine Apartment offering 4 Seasons of Fun., vacation rental in Winslow

Central Maine Apartment offering 4 Seasons of Fun.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Belgrade Lakes Salmon Waterfront cottage, vacation rental in Winslow
Belgrade Lakes Salmon Waterfront cottage, vacation rental in Winslow
Belgrade Lakes Salmon Waterfront cottage, vacation rental in Winslow

Belgrade Lakes Salmon Waterfront cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Large open concept Apartment in downtown Waterville.  Completely renovated, vacation rental in Winslow
Large open concept Apartment in downtown Waterville.  Completely renovated, vacation rental in Winslow
Large open concept Apartment in downtown Waterville.  Completely renovated, vacation rental in Winslow

Large open concept Apartment in downtown Waterville. Completely renovated

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Quaint Little Cottage, vacation rental in Winslow
Quaint Little Cottage, vacation rental in Winslow
Quaint Little Cottage, vacation rental in Winslow

Quaint Little Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Winslow
New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Winslow
New- Golf, Fishing, Kayaks & Waterfront - Private Cottage, vacation rental in Winslow

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cozy House in the heart of Waterville Maine., vacation rental in Winslow
Cozy House in the heart of Waterville Maine., vacation rental in Winslow
Cozy House in the heart of Waterville Maine., vacation rental in Winslow

Cozy House in the heart of Waterville Maine.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Maine Lakefront Cabin near Colby College, vacation rental in Winslow
Cozy Maine Lakefront Cabin near Colby College, vacation rental in Winslow
Cozy Maine Lakefront Cabin near Colby College, vacation rental in Winslow

Cozy Maine Lakefront Cabin near Colby College

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Get away from it all at this cottage on Lovejoy pond in Albion Maine, vacation rental in Winslow
Get away from it all at this cottage on Lovejoy pond in Albion Maine, vacation rental in Winslow
Get away from it all at this cottage on Lovejoy pond in Albion Maine, vacation rental in Winslow

Get away from it all at this cottage on Lovejoy pond in Albion Maine

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake, vacation rental in Winslow
Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake, vacation rental in Winslow
Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake, vacation rental in Winslow

Rustic & Cozy Cabin – Steps away from beautiful Salmon Lake

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Half-House Monthly Rental: Lovely Historic Waterfront Home on Kennebec River, vacation rental in Winslow
Half-House Monthly Rental: Lovely Historic Waterfront Home on Kennebec River, vacation rental in Winslow
Half-House Monthly Rental: Lovely Historic Waterfront Home on Kennebec River, vacation rental in Winslow

Half-House Monthly Rental: Lovely Historic Waterfront Home on Kennebec River

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Belgrade Lakes McGrath Pond, vacation rental in Winslow
Belgrade Lakes McGrath Pond, vacation rental in Winslow
Belgrade Lakes McGrath Pond, vacation rental in Winslow

Belgrade Lakes McGrath Pond

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe, vacation rental in Winslow
Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe, vacation rental in Winslow
Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe, vacation rental in Winslow

Modern Lakefront Camp on East Pond - cozy fire pit, 3 kayaks, canoe

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Belgrade lakes waterfront on Messalonskee 4 bedroom cabin, vacation rental in Winslow
Belgrade lakes waterfront on Messalonskee 4 bedroom cabin, vacation rental in Winslow
Belgrade lakes waterfront on Messalonskee 4 bedroom cabin, vacation rental in Winslow

Belgrade lakes waterfront on Messalonskee 4 bedroom cabin

Rental Home
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!, vacation rental in Winslow
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!, vacation rental in Winslow
Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!, vacation rental in Winslow

Cozy Open Concept Lake House with Large Deck & Waterfront, perfect for families!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cozy Midcoast Vacation Rental Near Waterville!, vacation rental in Winslow
Cozy Midcoast Vacation Rental Near Waterville!, vacation rental in Winslow
Cozy Midcoast Vacation Rental Near Waterville!, vacation rental in Winslow

Cozy Midcoast Vacation Rental Near Waterville!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Screen Porch with see thru roof, BQ, 30' from sandy beach,  canoe and 3 kayaks, vacation rental in Winslow
Screen Porch with see thru roof, BQ, 30' from sandy beach,  canoe and 3 kayaks, vacation rental in Winslow
Screen Porch with see thru roof, BQ, 30' from sandy beach,  canoe and 3 kayaks, vacation rental in Winslow

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes, vacation rental in Winslow
NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes, vacation rental in Winslow
NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes, vacation rental in Winslow

NEW LISTING ♥ Lake-House on Water, East Lake, Belgrade Lakes

Rental Home
5 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Sober vacation rooms and single beds available in spacious House in Maine., vacation rental in Winslow
Sober vacation rooms and single beds available in spacious House in Maine., vacation rental in Winslow
Sober vacation rooms and single beds available in spacious House in Maine., vacation rental in Winslow

Sober vacation rooms and single beds available in spacious House in Maine.

Rental Home
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Lake Front with Amazing Sunsets on McGrath Pond, vacation rental in Winslow
Lake Front with Amazing Sunsets on McGrath Pond, vacation rental in Winslow
Lake Front with Amazing Sunsets on McGrath Pond, vacation rental in Winslow

Lake Front with Amazing Sunsets on McGrath Pond

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Amazing year round destination home, East Pond Oakland Maine, vacation rental in Winslow
Amazing year round destination home, East Pond Oakland Maine, vacation rental in Winslow
Amazing year round destination home, East Pond Oakland Maine, vacation rental in Winslow

Amazing year round destination home, East Pond Oakland Maine

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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New Listing! Lakeside Cabin Retreat w/Private Waterfront, Dock, Kayaks & More!, vacation rental in Winslow
New Listing! Lakeside Cabin Retreat w/Private Waterfront, Dock, Kayaks & More!, vacation rental in Winslow
New Listing! Lakeside Cabin Retreat w/Private Waterfront, Dock, Kayaks & More!, vacation rental in Winslow

New Listing! Lakeside Cabin Retreat w/Private Waterfront, Dock, Kayaks & More!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterville Home Rental w/ Private Yard + Deck!, vacation rental in Winslow
Waterville Home Rental w/ Private Yard + Deck!, vacation rental in Winslow
Waterville Home Rental w/ Private Yard + Deck!, vacation rental in Winslow

Waterville Home Rental w/ Private Yard + Deck!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Near downtown, Colby/Thomas College. 2 story colonial family home, vacation rental in Winslow
Near downtown, Colby/Thomas College. 2 story colonial family home, vacation rental in Winslow
Near downtown, Colby/Thomas College. 2 story colonial family home, vacation rental in Winslow

Near downtown, Colby/Thomas College. 2 story colonial family home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront Sidney Getaway w/ Private Dock!, vacation rental in Winslow
Waterfront Sidney Getaway w/ Private Dock!, vacation rental in Winslow
Waterfront Sidney Getaway w/ Private Dock!, vacation rental in Winslow

Waterfront Sidney Getaway w/ Private Dock!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Sunny, spacious and updated lake cottage - amazing views & steps from the water!, vacation rental in Winslow
Sunny, spacious and updated lake cottage - amazing views & steps from the water!, vacation rental in Winslow
Sunny, spacious and updated lake cottage - amazing views & steps from the water!, vacation rental in Winslow

Sunny, spacious and updated lake cottage - amazing views & steps from the water!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Stunning waterfront home with beach frontage & dock, & fast WiFi - dog-friendly, vacation rental in Winslow
Stunning waterfront home with beach frontage & dock, & fast WiFi - dog-friendly, vacation rental in Winslow
Stunning waterfront home with beach frontage & dock, & fast WiFi - dog-friendly, vacation rental in Winslow

Stunning waterfront home with beach frontage & dock, & fast WiFi - dog-friendly

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Lakefront home near Colby College and Thomas College, vacation rental in Winslow
Lakefront home near Colby College and Thomas College, vacation rental in Winslow
Lakefront home near Colby College and Thomas College, vacation rental in Winslow

Lakefront home near Colby College and Thomas College

Rental Home
5 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
More info
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Sweet Retreat 1: 3 BDR Stylish & Cozy Min To Colby, vacation rental in Winslow
Sweet Retreat 1: 3 BDR Stylish & Cozy Min To Colby, vacation rental in Winslow
Sweet Retreat 1: 3 BDR Stylish & Cozy Min To Colby, vacation rental in Winslow

Sweet Retreat 1: 3 BDR Stylish & Cozy Min To Colby

Condo/Apartment
8 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Directly across the street from China Lake and boat launch, vacation rental in Winslow
Directly across the street from China Lake and boat launch, vacation rental in Winslow
Directly across the street from China Lake and boat launch, vacation rental in Winslow

Directly across the street from China Lake and boat launch

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Sweet Retreat 2: Stylish & Cozy Home Mins to Colby, vacation rental in Winslow
Sweet Retreat 2: Stylish & Cozy Home Mins to Colby, vacation rental in Winslow
Sweet Retreat 2: Stylish & Cozy Home Mins to Colby, vacation rental in Winslow

Sweet Retreat 2: Stylish & Cozy Home Mins to Colby

Condo/Apartment
7 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Frequently Asked Questions about Winslow