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
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
GBP
Sign in
Windsor
Hotels
Things to Do
Restaurants
Flights
Holiday Rentals
Cruises
Car Hire
Forums
Inbox
See all
Log in
to get trip updates and message other travellers.
Cottages, Villas, Apartments in Windsor
Holiday Rentals
USA
Maine (ME)
Cottages, Villas, Apartments in Windsor
Search
Owner log in
Windsor
Holiday Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (44)
Grill (37)
Air Conditioning (33)
Other outdoor space (32)
Show all
Suitability
Kid friendly (45)
Pet friendly (29)
Smoking allowed (5)
Elder access (1)
Show more
Property type
Holiday Rental House (43)
Condominium/Apartment (6)
Cabin Holiday Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (27)
Boat Available (6)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 mi
Hussey's General Store
Show all
49 rentals
in Windsor.
Relaxing country hide away!
5.0 of 5 stars
1
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Relax with the whole family at this peaceful place
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New Luxury Forest Lake House - Privacy & Nature
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming 2-bedroom lakefront cottage in Central Maine with WiFi
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
The following properties within 20 miles of Windsor match all your filters:
Lakefront Cabin
5.0 of 5 stars
20
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
4.0 of 5 stars
15
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakeside house on Webber Pond with small beach and wonderful views. Peaceful!
5.0 of 5 stars
24
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Maine Cottage w/ Dock & Kayaks, Near Augusta!
4.5 of 5 stars
15
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards
5.0 of 5 stars
17
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Private and Calming Waterfront to the Rescue!
5.0 of 5 stars
70
Holiday Rental House
View on map
5 bedrooms
2 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Immaculate View On Webber Pond With Boat Rental Option
5.0 of 5 stars
115
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Majestic View On Webber Pond With Boat Rental Option
5.0 of 5 stars
57
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cabin China Lake
4.5 of 5 stars
8
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Cottage on Togus Pond
5.0 of 5 stars
13
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
3 Bedroom year round lakefront home on Three Mile Pond in South China, ME
5.0 of 5 stars
11
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Studio in the Trees with Gorgeous Views, Balcony, & Shared Canoe
3.5 of 5 stars
7
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy lakeshore cottage, sunset, sunrise views mid Maine near coast, wifi
3.0 of 5 stars
1
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Tiny House-100 acres Kayaks/Canoes/Paddleboards/trails/Axe Throwing/pizza
5.0 of 5 stars
5
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Bottom floor apartment in Duplex - long term tenant upstairs
5.0 of 5 stars
2
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit
4.0 of 5 stars
6
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy and comfortable lakefront duplex with swimming dock & WiFi - dogs welcome
4.0 of 5 stars
13
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Wonderful waterfront escape with high-speed WiFi, deck, kitchenette & more
4.0 of 5 stars
7
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi
4.0 of 5 stars
10
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Pet-Friendly Togus Pond Home: Kayak & Canoe!
4.5 of 5 stars
3
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quiet - Romantic - Secluded Cottage on Lake
5.0 of 5 stars
4
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New- Golf, Fishing, Kayaks & Waterfront - Private Cottage
4.5 of 5 stars
7
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Spacious Maine Mid-Coast Private Escape
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Rustic, lakefront fishing cabin on Webber Pond with sunset views - 2 dogs OK
4.5 of 5 stars
8
Holiday Rental House
View on map
4 bedrooms
1 bathroom
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Waterfront cabin with private dock, beach, deck, grill, & firepit - dogs welcome
5.0 of 5 stars
1
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Peaceful lakeside getaway
5.0 of 5 stars
75
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quintessential Maine cabin w/ private waterfront
5.0 of 5 stars
9
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
4.5 of 5 stars
10
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautifully renovated cottage on quiet lake
5.0 of 5 stars
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Peaceful Pleasant Point - Waterfront Maine Getaway
5.0 of 5 stars
13
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Unique Cottage
5.0 of 5 stars
10
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakeside Cottage for family fun
5.0 of 5 stars
13
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming House 13 feet from lake with Breathtaking Water Views for Rent
4.5 of 5 stars
15
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Cottage 3BR Mid Maine, China Lake, Belgrade close to coast, wifi
5.0 of 5 stars
2
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Two-story lakefront home with a seasonal dock, furnished deck, & washer/dryer
3.5 of 5 stars
9
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming dog-friendly duplex with lakefront access and dock - great location
3.5 of 5 stars
3
Holiday Rental House
View on map
6 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
4.5 of 5 stars
4
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lakefront Trifecta with Hot Tub & Free Daily Massages!
5.0 of 5 stars
5
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 16
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK
2.0 of 5 stars
2
Holiday Rental House
View on map
7 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
LAKESIDE HAPPY PLACE
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
5.0 of 5 stars
6
Holiday Rental House
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quiet and private lake front home with hot tub
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Price's Point - Cabin on the water
5.0 of 5 stars
10
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Waterfront, dog-friendly cabin on China Lake with dock, canoe & firepit
4.5 of 5 stars
2
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cabin Style Studio Apt - 100 Acres/Kayaks/Canoes
5.0 of 5 stars
2
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
Showing results 1-49 of 49
Frequently Asked Questions about Windsor
Do any holiday rentals in Windsor have a pool?
Yes, here are some popular holiday rentals in Windsor that have a pool:
Relaxing country hide away!
New Luxury Forest Lake House - Privacy & Nature
Charming 2-bedroom lakefront cottage in Central Maine with WiFi
See all holiday rentals with a pool in Windsor on Tripadvisor
Do any holiday rentals in Windsor have internet access?
Yes, here are some popular holiday rentals in Windsor that have internet access:
Relaxing country hide away!
New Luxury Forest Lake House - Privacy & Nature
Charming 2-bedroom lakefront cottage in Central Maine with WiFi
See all holiday rentals in Windsor on Tripadvisor
What are the best pet friendly rentals in Windsor?
The best pet friendly rentals in Windsor are:
New Luxury Forest Lake House - Privacy & Nature
Charming 2-bedroom lakefront cottage in Central Maine with WiFi
Relaxing country hide away!
See all pet friendly holiday rentals in Windsor on Tripadvisor
What are some great rentals in Windsor that are kid friendly?
Some of the most popular kid friendly rentals in Windsor are:
Relaxing country hide away!
New Luxury Forest Lake House - Privacy & Nature
Charming 2-bedroom lakefront cottage in Central Maine with WiFi
See all kid friendly holiday rentals in Windsor on Tripadvisor
Windsor
Windsor Tourism
Windsor Hotels
Bed and Breakfast Windsor
Windsor Holiday Rentals
Flights to Windsor
Windsor Restaurants
Windsor Attractions
Windsor Travel Forum
Windsor Photos
Windsor Map
Windsor Guide
Hotels
All Windsor Hotels
Windsor Hotel Deals
By Hotel Class
5-stars Hotels in Windsor
4-stars Hotels in Windsor
3-stars Hotels in Windsor
Near Airports
Hotels near (BGR) Bangor Intl Airport
Hotels near (AUG) Augusta Airport
Hotels near (RKD) Knox County Regional Airport
Near Colleges
Hotels near Capilo Institute
Things to Do
Restaurants
Flights
Holiday Rentals
Travel Stories
Cruises
Car Hire
More
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories