Windsor Vacation Rentals

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Check prices for these dates

Tonight
Jun 25 - Jun 26
Tomorrow
Jun 26 - Jun 27
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Windsor

Sister A-Frame in Woods B
Exterior

Sister A-Frame in Woods B

10.0 out of 10, Exceptional, (2)
"Great stay. Would stay here again if in the area."
The price is ￥17,480
￥33,429 total
includes taxes & fees
Jun 30 - Jul 1
Sister A-Frame in Woods B
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Outdoor dining

Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks

10.0 out of 10, Exceptional, (38)
"Very clean and comfortable."
Driftwood Cottage with Cottages of Maine, Lake Great Pond, Dog Friendly, Kayaks
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
Fridge, microwave, oven, stovetop

Kayakers’ Cabin- “Maine Cabin Masters” remodel.

10.0 out of 10, Exceptional, (41)
"Loved this place. Amazing quiet location with so many water toys and activities. Had zero need to leave the whole weekend because there was so much to do there. "
Kayakers’ Cabin- “Maine Cabin Masters” remodel.
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Fridge, microwave, oven, stovetop

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting

10.0 out of 10, Exceptional, (5)
Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
Property grounds

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

2.0 star property
10.0 out of 10, Exceptional, (3)
"Wonderful hosts, they thought of everything we might need including many nice extra touches! Beautiful quiet spot with the opportunity to paddle boat, kayak, canoe, swim, fish, enjoy campfires, outdoor grilling, observe wildlife (Osprey, Bald Eagle, Deer)"
Maine Cabin Masters Camp completely redone waiting for a Lake loving family !
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Exterior

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.6 out of 10, Exceptional, (53)
"Very pretty spot. Nice lake, good for kayaking.we enjoyed the fire pit. "
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Beach towels

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (11)
"Great location and wonderful hosts!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Exterior

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (64)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream
Get in touch with nature.
Terrace/patio

Get in touch with nature.

10.0 out of 10, Exceptional, (22)
"Nice location, beautiful tent, quiet place among the forest. Great for a retreat"
The price is ￥13,045
￥22,118 total
includes taxes & fees
Jul 7 - Jul 8
Get in touch with nature.
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Living area

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

7.0 out of 10, Good, (2)
"Beautiful location and a unique stay."
The price is ￥29,182
￥41,434 total
includes taxes & fees
Jun 29 - Jun 30
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Mountainside cabin "Sasquatch Haven"
2 bedrooms, WiFi, bed sheets

Mountainside cabin "Sasquatch Haven"

9.4 out of 10, Exceptional, (18)
"Wonderful stay!"
Mountainside cabin "Sasquatch Haven"
Peaceful home with forest views & great yard - minutes to town
TV, fireplace

Peaceful home with forest views & great yard - minutes to town

8.6 out of 10, Excellent, (4)
"Fit our needs perfectly!"
Peaceful home with forest views & great yard - minutes to town
Dome 1 - Luxury Dome at Come Spring Farm
Exterior

Dome 1 - Luxury Dome at Come Spring Farm

9.6 out of 10, Exceptional, (9)
"We had a great experience with our stay Everything was nice the owner was very helpful and friendly "
The price is ￥47,106
￥65,358 total
includes taxes & fees
Jul 1 - Jul 2
Dome 1 - Luxury Dome at Come Spring Farm
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very Good, (18)
"Great location! Very nice place"
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
“STEP BACK IN TIME” 1880’ charmer.<br>Riverside Cottage<br>
Outdoor dining

“STEP BACK IN TIME” 1880’ charmer.<br>Riverside Cottage<br>

9.6 out of 10, Exceptional, (39)
"The house was lovely, beautifully situated and everything was clean and comfortable !"
“STEP BACK IN TIME” 1880’ charmer.<br>Riverside Cottage<br>
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Property grounds

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

9.2 out of 10, Wonderful, (12)
"Such a nice little spot to relax on the lake."
Lakefront, dog-friendly cottage with screened porch, firepit, WiFi & lake access
Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK
Exterior

Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK

2.0 star property
9.2 out of 10, Wonderful, (97)
"This cottage is right on the edge of a beautiful lake and is easily accessible to Damariscotta. We visited in mid-October when there was little activity on the lake and it was very quiet. The state and comfort of the house was a mix. Bathrooms and the bedrooms were clean. There were plenty of bath towels/face cloths etc. The upstairs bed was very comfortable and one has a sense of being perched right over the lake from this charming room. "
Newly Restored Waterfront Cottage with Private Dock, Fireplace, & Farm - Dogs OK
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Outdoor spa tub

Spacious Country Home w/ Hot Tub, near Colby/Thomas

9.8 out of 10, Exceptional, (22)
"This house has everything for a weekend family vacay; you can spend the whole weekend enjoying the house & amenities such as the hot tub!"
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Fridge, microwave, oven, stovetop

Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok

9.2 out of 10, Wonderful, (20)
"We are repeat customers. A quiet, clean, scenic, winter getaway. A great place to unplug and recharge. We will continue to be repeat customers! "
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Dining

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

9.8 out of 10, Exceptional, (27)
"This place was perfect for our 3-night stay. Inside, it hits the sweet spot between well-equipped but uncluttered. The bird-watching overlooking the water was fantastic - from huge bald eagles to petite hummingbirds. "
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there vacation rentals in Windsor?

Yes, we offer vacation rentals close to popular sights in Windsor, or you can go with a more secluded option if you're looking for a relaxing stay. Windsor is known for its shopping and restaurants.

What are some of the best vacation home rentals in Windsor?

Warm & Inviting Lakeside Retreat, Private, Tranquil Picture Perfect Setting: This vacation home rental outside of Windsor is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Windsor?

While exploring the area, visit family-friendly sights like Samantha Smith, or get outside and enjoy nature at Kennebec River Rail Trail. In the larger area, you’ll find Kennebec Arsenal and Old Fort Western.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Windsor. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for small groups.