Winthrop Holiday Rentals

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Check prices for these dates

Tonight
18 Jan - 19 Jan
Tomorrow
19 Jan - 20 Jan
Next weekend
24 Jan - 26 Jan
In two weeks
31 Jan - 2 Feb

Holiday Rentals in Winthrop

Cottage on Cobbosseecontee Lake. Dates available.
Fridge, microwave, oven, stovetop

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (159)
" We enjoyed the view from the moon on the lake to the snowfall. Everything was close by if needed."
Cottage on Cobbosseecontee Lake. Dates available.
Dog Friendly Cabin Right On The Water!!!
Exterior detail

Dog Friendly Cabin Right On The Water!!!

2.0 out of 10, (1)
"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...
Dog Friendly Cabin Right On The Water!!!
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
Fridge, microwave, oven, stovetop

Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit

9.6 out of 10, Exceptional, (25)
"Well kept with all the right amenities. Beautiful views."
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
Lakefront Cottage - sleeps 6 - 2 baths
Property grounds

Lakefront Cottage - sleeps 6 - 2 baths

10.0 out of 10, Exceptional, (2)
"Great size, very clean. The posted pictures do not do this camp justice! Lots of upgrades and Beth is very responsive. Beautiful cove with little traffic. Sounds of loons day and night. Great bass fishing too! There is a wonderful dock but be sure to bring your own water toys. Great place for children with neighbors that encourage lots of kid play, exploring/adventuring, and boisterous fun."
Lakefront Cottage - sleeps 6 - 2 baths
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
Fridge, microwave, stovetop, dishwasher

Peaceful Fisherman's Paradise w/ Deck + Fire Pit!

10.0 out of 10, Exceptional, (26)
"The property was as advertised! For a family with little kids, this was a great place to stay. David was helpful and very responsive!"
Peaceful Fisherman's Paradise w/ Deck + Fire Pit!
March Special, Ice Fishing, Dog Friendly
Outdoor dining

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 AU$510
includes taxes & fees
9 Feb - 10 Feb
March Special, Ice Fishing, Dog Friendly
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (52)
"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 AU$863
includes taxes & fees
13 Feb - 14 Feb
Lighthouse Lane
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, (16)
"The house was great in every way. "
Spacious Country Home w/ Hot Tub, near Colby/Thomas
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards
Property grounds

Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards

9.8 out of 10, Exceptional, (25)
"The cabin was so ingeniously set up with battery packs for lighting and plenty of wood for the stove. It gave it an even cozier feel. The land is beautiful and the lake was amazing to look at especially frozen over. I’m so excited to see what the owners do with the property since they are currently developing it. The lake looked stocked with canoes and there is a cute, sturdy dock and places to sit and admire the water in the warmer months. The host was very communicative and gave us...
The price is AU$258
includes taxes & fees
22 Jan - 23 Jan
Tiny Cabin on 100 Acres Kayaks/Canoes/Paddleboards
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

9.0 out of 10, Wonderful, (18)
"This was just what we needed. Right on the water, quiet surroundings and the neighbors were so nice they brought us fresh vegetables."
Lakefront cabin with private dock, wood stove, firepit, deck, & grill - 1 dog ok
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Interior

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

8.6 out of 10, Excellent, (14)
"We were traveling through New England and were looking forward to spending some time exploring the pond. We’d already been at the coast and were headed to more mountains and hiking inland over the rest of the week. We arrived and found they had put the paddleboards and kayaks away for the season. The neighbors on the cove still had lots of water toys set up. When we called, we were told that they put the Paddleboards and kayaks away October 1st. There was no mention of that in the listing and...
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
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, (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
Year-Round Lakeside Retreat
Property grounds

Year-Round Lakeside Retreat

9.2 out of 10, Wonderful, (21)
"We only had a couple of hiccups with the heat upon arrival and a small electrical issue, but the host communicated quickly and all was resolved without further inconvenience to our family. Clean. Beds were very comfortable. Kitchen was well stocked. Overall we had a great stay, would stay again, and recommend to others! "
Year-Round Lakeside Retreat
Private and Calming Waterfront to the Rescue!
Property grounds

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!
Central Maine Apartment offering 4 Seasons of Fun.
Miscellaneous

Central Maine Apartment offering 4 Seasons of Fun.

10.0 out of 10, Exceptional, (33)
"Had a great stay over Xmas holiday seeing the family. ) "
The price is AU$404
includes taxes & fees
20 Jan - 21 Jan
Central Maine Apartment offering 4 Seasons of Fun.
Cozy Long Pond Cottage: private mooring & shared dock
Miscellaneous

Cozy Long Pond Cottage: private mooring & shared dock

9.6 out of 10, Exceptional, (10)
"We headed up north to ring in the new year with friends who live in the area. We had an excellent stay. Enough space for all of the kids to visit and play and the adults to catch up! Lots of games and toys kept everyone busy and happy. Only negative is we didn’t get any snow…I love snow !! . Would definitely stay again. Owner just a text away for any questions/concerns very responsive. "
Cozy Long Pond Cottage: private mooring & shared dock
Lakefront Hartford Cabin w/ Canoe & Boat Ramp
Exterior

Lakefront Hartford Cabin w/ Canoe & Boat Ramp

9.6 out of 10, Exceptional, (30)
"This quaint little cabin is a perfect place to get away for the long weekend! I will be back! "
Lakefront Hartford Cabin w/ Canoe & Boat Ramp
Sunset Chalet- Stylish Waterfront Gem
Dining

Sunset Chalet- Stylish Waterfront Gem

10.0 out of 10, Exceptional, (23)
"We loved the Sunset Chalet! Very comfortable and all of the welcoming goodies & fresh flowers! We enjoyed our short but sweet stay! Beautiful view of the stream surrounded by the best smelling pine trees! The host was wonderful & very welcoming! Cant wait to visit again! sweet stay! "
The price is AU$1,504
includes taxes & fees
21 Jan - 22 Jan
Sunset Chalet- Stylish Waterfront Gem
Nature lovers Paradise your own island
Exterior

Nature lovers Paradise your own island

9.8 out of 10, Exceptional, (65)
"Amazing property! "
Nature lovers Paradise your own island
Fantastic retreat close to lake with nearby boat access & private beach - dog OK
Interior

Fantastic retreat close to lake with nearby boat access & private beach - dog OK

8.8 out of 10, Excellent, (10)
"Very secluded location, practically no noise from homes in the area. Note: Public beach next door was closed due to lake algae bloom, so may have been more noise if the beach was being used."
Fantastic retreat close to lake with nearby boat access & private beach - dog OK
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 types of properties in Winthrop you may be interested in

Dog Friendly Cabin Right On The Water!!!
Exterior detail

Dog Friendly Cabin Right On The Water!!!

2.0 out of 10, (1)
"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...
Dog Friendly Cabin Right On The Water!!!
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
Fridge, microwave, oven, stovetop

Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit

9.6 out of 10, Exceptional, (25)
"Well kept with all the right amenities. Beautiful views."
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
Cottage on Cobbosseecontee Lake. Dates available.
Fridge, microwave, oven, stovetop

Cottage on Cobbosseecontee Lake. Dates available.

10.0 out of 10, Exceptional, (159)
" We enjoyed the view from the moon on the lake to the snowfall. Everything was close by if needed."
Cottage on Cobbosseecontee Lake. Dates available.
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.

Frequently asked questions

Can I find a holiday rental in Winthrop?

Yes, there are holiday rentals close to the most popular sights in Winthrop, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winthrop has to offer?

Year-Round Lakeside Retreat: This holiday home rental outside of Winthrop is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Winthrop?

Expedia has 14 holiday rentals for your stay in Winthrop.

What can I see and do in Winthrop?

Maranacook Lake and Cobbosseecontee Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Annabessacook Lake and Wilson Pond are other places worth a visit.

What are holiday rentals like in Winthrop?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winthrop. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for small groups.