Photo by Linda Kloss

Book a Winterport Cottage

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Winterport

Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun
Property grounds

Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun

7.4 out of 10, Good, (3)
"Great little place beautiful location.The owners are very nice "
Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
3 bedrooms, free WiFi, bed sheets

Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation

10.0 out of 10, Exceptional, (2)
"Wonderful cabin very private and quiet. Had everything we needed. Ralph the host was very helpful and quick to reply to any questions we may have had. Will definitely be back. "
Clean Cozy Waterfront Cottage - Perfect for Family Relaxation and Recreation
Beautiful lake side cottage
Property grounds

Beautiful lake side cottage

9.2 out of 10, Wonderful, (32)
"I grew up in this area and this felt just like home! The pond is so nice to wake up to right outside your window. Feels like a classic Maine camp. "
Beautiful lake side cottage
The James House on Chemo Pond Dogs Welcome
Property grounds

The James House on Chemo Pond Dogs Welcome

10.0 out of 10, Exceptional, (131)
"Perfect place for a graduation weekend. Even though it’s not real close to campus, about 25 minutes, it was well worth it. We have a large family plus invited daughters friends for a barbecue after the grads walked. Very roomy and well taken care of. Would definitely come here again"
The James House on Chemo Pond Dogs Welcome
2 bedroom cottage house at Pond Hill Farms
Smart TV

2 bedroom cottage house at Pond Hill Farms

10.0 out of 10, Exceptional, (5)
"Excellent host"
2 bedroom cottage house at Pond Hill Farms
Waterfront cottage with deep water dock, ocean front.
Exterior

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (97)
"The cottage was cozy and had everything I needed. The walking path was great for me and my dog. The sunsets were fantastic and my stay great even though it rained most of the time. "
Waterfront cottage with deep water dock, ocean front.
Quiet lakefront cottage with a firepit, private beach, & two kayaks
Property grounds

Quiet lakefront cottage with a firepit, private beach, & two kayaks

8.6 out of 10, Excellent, (39)
"Rustic, tranquil cabin with a beautiful sunset over the lake. It was a great place to relax after spending the day at Acadia."
Quiet lakefront cottage with a firepit, private beach, & two kayaks
Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks
Property grounds

Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks

10.0 out of 10, Exceptional, (3)
"This was an absolutely lovely getaway! Incredibly peaceful and well-resourced in terms of kitchen amenities and access to lake recreation materials. "
Toddy Pond Sunset Cabin-Stunning views, water fun, close to coastal towns, parks
Lake Side Guest Suite
Interior

Lake Side Guest Suite

9.8 out of 10, Exceptional, (9)
"Place was super comfy. Beautiful view of the lake and surroundings. Rachael was a great host and helped us around. Will deff come back"
Lake Side Guest Suite
Cozy, lake view cottage in Ellsworth, Maine!
Exterior

Cozy, lake view cottage in Ellsworth, Maine!

10.0 out of 10, Exceptional, (12)
"Had a wonderful stay, loved the setting."
Cozy, lake view cottage in Ellsworth, Maine!
Charming abode with water views, updated kitchen, & internet - dog-friendly
Dining

Charming abode with water views, updated kitchen, & internet - dog-friendly

9.4 out of 10, Exceptional, (9)
"The cottage is comfortable and homey, the views are perfection. Our stay at Lobster Tail Cottage was wonderful and we highly recommend it!"
Charming abode with water views, updated kitchen, & internet - dog-friendly
The White 2 Bedroom Cottage @Twin Hills Cottages
Outdoor dining

The White 2 Bedroom Cottage @Twin Hills Cottages

8.8 out of 10, Excellent, (17)
"Spent a night here on the way back from a week of tent camping in Acadia national park. Just needed someplace where we could shower and sleep in a bed and this place fit the bill for my family of 6. "
The price is NZ$553
includes taxes & fees
28 Aug - 29 Aug
The White 2 Bedroom Cottage @Twin Hills Cottages
Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Property grounds

Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!

10.0 out of 10, Exceptional, (1)
"Stayed with my husband and kids and had an amazing time. The bunkhouse was exactly as described. Comfortable beds and the window air conditioner were a nice surprise. The rocky swim area, kayaks, and s'mores while sitting by the fire provided the perfect place to unwind and make amazing memories with kids. 100% will return!"
Bunkhouse Cabin at Toddy Pond - water fun, close coastal towns/parks and more!
Adorable private cottage with lake views and access.
Outdoor dining

Adorable private cottage with lake views and access.

10.0 out of 10, Exceptional, (58)
"Beautiful property! It was well maintained and very clean. Wonderful antiques and tastefully decorated. It was very warm outside and the only negative was no air conditioning on the main level making it impossible to stay there during the day."
Adorable private cottage with lake views and access.
The Green Cottage@ Twin Hills Cottages
Interior

The Green Cottage@ Twin Hills Cottages

9.2 out of 10, Wonderful, (7)
"If you are looking for simple place place to explore Acadia ,this is it."
The price is NZ$458
includes taxes & fees
27 Aug - 28 Aug
The Green Cottage@ Twin Hills Cottages
Secluded Orland Cottage w/ Grill, Near State Parks
Cottage (2 Bedrooms) | Interior

Secluded Orland Cottage w/ Grill, Near State Parks

3.0 star property
Secluded Orland Cottage w/ Grill, Near State Parks
Waterfront Hampden Home on Hermon Pond!
House (3 Bedrooms) | Interior

Waterfront Hampden Home on Hermon Pond!

3.0 star property
8.0 out of 10, Very good, (2)
"A beautiful and quiet spot on the water, only a few miles from town. We heard loons and saw a bald eagle grab a fish from the pond. The house itself was cozy, clean, and comfortable. "
Waterfront Hampden Home on Hermon Pond!
The Blue Cottage@ Twin Hills Cottages
Outdoor dining

The Blue Cottage@ Twin Hills Cottages

9.2 out of 10, Wonderful, (14)
"Great location with easy access to the local town. "
The price is NZ$438
includes taxes & fees
27 Aug - 28 Aug
The Blue Cottage@ Twin Hills Cottages
The Pink Cottage @Twin Hills Cottages
Outdoor dining

The Pink Cottage @Twin Hills Cottages

7.0 out of 10, Good, (4)
"We enjoyed our overnight stay."
The Pink Cottage @Twin Hills Cottages
The Purple Cottage@Twin Hills Cottages of Acadia
Exterior

The Purple Cottage@Twin Hills Cottages of Acadia

8.8 out of 10, Excellent, (6)
"Nice but isolated place over hilltop!! Nice and functional until I noted a hole in front window??? Bullet like hole???🙈 very clean and loved the soap shampoo in shower but still did not sleep relaxed!!! Please fix your window! Thanks!"
The price is NZ$429
includes taxes & fees
27 Aug - 28 Aug
The Purple Cottage@Twin Hills Cottages of Acadia
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winterport Hotel Reviews

Queen City Inn

Queen City Inn

10/10 Excellent
"Friendly desk staff."
Martha 2-night trip
Posted 22 hours ago
Queen City Inn

Frequently asked questions

What is there to do in Winterport near my cottage?
Once you've unpacked your bags and settled in, head out and explore the wonderful things Winterport has to offer. Winterport Winery is a top attraction to add to your must-see list.