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Compare 149 Vacation Homes in Windsor with updated reviews, rates, and availability.

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

10.0 out of 10, Exceptional, (237)
"Everything that was promised was fulfilled. Host & caretaker were available and great to deal with. House was welcoming and comfortable in this cold-weather visit. We’d love to return in summer, the lake access clearly is wonderful."
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly

Cozy House in the heart of Waterville Maine.

9.6 out of 10, Exceptional, (37)
"A lovely cozy house, well situated close to downtown and easy access to stores. The house was very clean and tidy. Cozy and felt like home, and worked out well for our Thanksgiving break with our college students. Would use againnif dates worked out."
Cozy House in the heart of Waterville Maine.

Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

9.0 out of 10, Wonderful, (73)
"It was so nice to be next door to family to celebrate our uncle’s 90th birthday. We enjoyed staying in a house with a lot of history. "
Don't miss the Pumpkin Festival weekend filled with lobster dinners and oysters

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

10.0 out of 10, Exceptional, (20)
"We usually rent right near our relatives closer to Newcastle, but there was a problem with heat in property so we needed a new rental to move into and “Otterly getaway” was willing to rent to us the day before they technically were available which was good for us. The kitchen of the getaway is just perfect for cooking side dishes for our large family Thanksgiving that was just about 20 minutes a way. We slept in the king bed and it was excellent sleeping. The heating system kept us also very...
The price is SAR 619
SAR 1,223 total
includes taxes & fees
14 Jan - 15 Jan
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

10.0 out of 10, Exceptional, (3)
"The house is new, absolutely immaculate and filled with light. The fully equipped kitchen was a joy to work in. The proximity to both Belfast and Camden was a huge plus. Our 2 dogs loved the open grassy field! A very friendly neighborhood too."
Welcome to Alva’s Retreat located in the heart of Mid-Coast Maine

Private and Calming Waterfront to the Rescue!

9.6 out of 10, Exceptional, (76)
"We stayed at the property for a trade show with our team and enjoyed a comfortable clean and amazing overall stay. The house was clean kept and the owner was easy to deal with would highly recommend "
Private and Calming Waterfront to the Rescue!

Cozy Long Pond Cottage: private mooring & shared dock

9.6 out of 10, Exceptional, (10)
"The stay was a very nice place and we will be coming back with the whole family next time. "
Cozy Long Pond Cottage: private mooring & shared dock

Sunfish Cove is the perfect year round getaway.

10.0 out of 10, Exceptional, (41)
"A lovely, clean house with a peaceful view of the water, this was a great choice for a family gathering. We were able to seamlessly host Thanksgiving, with new appliances and so much already provided. The attention to detail and differentiated space made for a great flow. We also traveled with two small kids, and were easily able to adapt. Highly recommend this for a cozy winter space, and I can see how it would be a delight in the summer as well!"
Sunfish Cove is the perfect year round getaway.

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

9.8 out of 10, Exceptional, (16)
"The house was great in every way. "
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Luxurious lakefront home with 750' of spectacular frontage on Great Pond

10.0 out of 10, Exceptional, (3)
"Property was exactly as listed - view of the lake from the deck and living rooms was beautiful. Host was very available and responsive. We had a wonderful time - there were 3 generations of our family with up to 14 members staying at the home. We also hosted a larger family get-together with an additional 10 people for an afternoon with permission from the host. Everyone was impressed with the house, property, lake views, deck and dock. Four of our young adult cousins stayed in the log cabin...
Luxurious lakefront home with 750' of spectacular frontage on Great Pond

Lake Front with Amazing Sunsets on McGrath Pond

10.0 out of 10, Exceptional, (17)
"Very clean, cute lake house. Owner responsive, everything you need for a rental home. Lake and lake toys were so great! We really enjoyed our stay. Thank you!!! "
Lake Front with Amazing Sunsets on McGrath Pond

Camp Lintonia on Tacoma Lakes

10.0 out of 10, Exceptional, (4)
"We LOVED our stay at Camp Lintonia! We can’t say enough about our time there. We were in the area to visit with family and this was definitely the right choice for where to stay. The house is absolutely wonderful! Jenn and Brian did a wonderful job with the renovation – the house is cozy, welcoming and, nicely done with a great layout and plenty of space. The lake views are incredible! We relaxed, played games, kayaked, enjoyed the deck overlooking the lake, grilled out and enjoyed the...
The price is SAR 1,595
SAR 1,989 total
includes taxes & fees
11 Feb - 12 Feb
Camp Lintonia on Tacoma Lakes

4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.

2.0 star property
9.0 out of 10, Wonderful, (4)
"We enjoyed this house with plenty of comfortable spaces for our family! It had all the essentials and a nice Hot Tub to enjoy the cooler weather in. The beds were comfortable, plenty of pillows and extra blankets. The space in the basement was lovely. We did have to be mindful of the water pressure so someone could shower 1 at a time. But overall, this was a beautiful home away from home"
4-bedroom Waterfront LAKEHOUSE in Maine. Hot tub, firepit, deck & private dock.

Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME

2.0 star property
10.0 out of 10, Exceptional, (1)
Wildewood Haven - Charming 3-bedroom home located on Long Pond, Rome, ME

Red Cedar Haven: Lakeside Tranquility

10.0 out of 10, Exceptional, (7)
"This is a lovely spot with expansive views of a gorgeous lake location. We enjoyed the house, the grounds, the upper and lower decks, the kayaks and SUPs provided, and dock with access to the lake. Everything was spotless and highly functional with thoughtful host details like coffee and soaps provided. A great place for family. We’d love to return. "
The price is SAR 2,440
SAR 4,163 total
includes taxes & fees
10 Feb - 11 Feb
Red Cedar Haven: Lakeside Tranquility

Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very quiet with a nice view of the stream. House was very nice with everything you need."
Big Pines Cabin: A Waterfront Retreat Open 4 Seasons, with Private Dock

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

8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak

Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

9.0 out of 10, Wonderful, (18)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK

Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK

4.0 out of 10, (2)
"The property had enough room for 10 adults to spread out comfortably. The view was beautiful. The larger house is much nicer than smaller cabin. The smaller cabin is very rustic and smells like an old camp. The listing had a fire pit listed but none was provided. The property is steep in some parts and those with limited mobility may have a hard time accessing some of the property."
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK

MoonLight Treehouse- Luxury Waterfront Escape

10.0 out of 10, Exceptional, (17)
"This is a lovely spot to relax and recharge. Just steps away from the stream, which was gorgeous in the fall. Feras and family were excellent hosts. The Moonlight treehouse was thoughtfully decorated; we wish wexould have stayed longer. Excellent proactive communication. We will be going back in the future!"
The price is SAR 2,027
SAR 3,657 total
includes taxes & fees
9 Feb - 10 Feb
MoonLight Treehouse- Luxury Waterfront Escape
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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Other property types in Windsor

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (98)
"We were having a delightful stay until we noticed that there was no heat but from the fire place. Unfortunately, we had to leave in the middle of our stay. Vrbo gave us a refund. I would stay there again. Lovely and sunny. Excellent Property Manager."
A Charming Waterfront Cottage with Touches of Elegance

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (30)
"Accurate listing, great location (easy drive to Augusta for dinner), really peaceful and quiet. GPS had a minor problem right at the end trying to send us through a neighbor's trailer, but we figured it out (the external pictures helped). Loved our stay there, even though it was just overnight on the way to somewhere else. Next time, we'll stay for a week."
The price is SAR 436
SAR 991 total
includes taxes & fees
15 Jan - 16 Jan
March Special, Ice Fishing, Dog Friendly

Lighthouse Lane

10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
The price is SAR 1,502
SAR 1,989 total
includes taxes & fees
7 Feb - 8 Feb
Lighthouse Lane
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.