Vacation rentals in Winterport

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Top-rated vacation rentals in Winterport

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Apartment in Searsport

4.82 out of 5 average rating, 290 reviews

Lakefront Vacation Apartment in Searsport ME

All season private top floor apartment. Hammock, loungers, floats. Acadia/State parks close. Canoe, kayaks, hot tub/wood floating dock (seasonal use), fire pit, grill, swim, fish. Modern/Antique furnished: queen bed plus loveseat twin. Massage/lounger. 2nd queen, twin inflatables. Fully equipped kitchen. Families w/kids, business guests welcome. Wifi smart TV. Great hikes, mountain bike rentals close. Snow shoes/sled included, skiing close. Separate entrance/apt above home not full home.

Sep 28 – Oct 5

G$27,192 GYD per night
Guest favorite

Guesthouse in Bucksport

4.92 out of 5 average rating, 274 reviews

Chateau Chouinard Acadia NP & MMA, pets okay!

Contactless entry. Central location between Belfast, Bangor and Ellsworth. Close to Fort Knox and the Bucksport river walk, schools, restaurants and the business district. Just 50 minutes to Acadia National Park. Our casual, clean environment can be a place for you to relax and enjoy your stay in mid coast Maine at the gateway to the down east. There is a heat pump providing both heat and air conditioning, fireplace and outdoor firepit. Full kitchen with spices and breakfast items included.

Mar 16 – 23

G$33,558 GYD per night
Guest favorite

Cottage in Hampden

4.94 out of 5 average rating, 210 reviews

Central MaineStay Cottage2 Hampden/Bangor

Welcome to the all NEW cottage #2! As of 12/14/21 this cottage has been completely renovated from the ground up - literally even new floors + ceiling. This cottage features a cozy space perfect for two. A new couch, rug, fireplace, and TV ready to stream all your favorite shows makes for the perfect night in. While you’re with us enjoy the all new fully stocked kitchen & dining area. Let’s not forget the queen sized Serta mattress and fresh linens. You can’t go wrong with this cozy cottage!

Apr 24 – May 1

G$20,780 GYD per night

Popular amenities for Winterport vacation rentals

Stay near Winterport's top sights

Winterport Dragway4 locals recommend
Winterport House of Pizza6 locals recommend
Tea Maineia4 locals recommend
Winterport Winery8 locals recommend
Bantam Café3 locals recommend
Penobscot Bay Brewery3 locals recommend

Other great vacation rentals in Winterport

Guest favorite

Guest suite in Bangor

5.0 out of 5 average rating, 111 reviews

LOFTY-DIGS

Dec 9 – 16

G$25,623 GYD per night
Guest favorite

Cottage in Waltham

4.95 out of 5 average rating, 667 reviews

Quiet lakefront cottage on Graham Lake

Dec 9 – 16

G$22,706 GYD per night
Guest favorite

Apartment in Ellsworth

4.97 out of 5 average rating, 255 reviews

Lakeside Studio with hot tub, kayaks and canoe

Jan 30 – Feb 6

G$27,677 GYD per night
Superhost

Home in Bangor

4.8 out of 5 average rating, 285 reviews

Cozy House Surrounded by Nature in Bangor

Apr 23 – 30

G$27,592 GYD per night
Guest favorite

Cottage in Glenburn

4.94 out of 5 average rating, 195 reviews

Your own private getaway on Pushaw Lake!

Feb 1 – 8

G$33,061 GYD per night
Guest favorite

Guesthouse in Winterport

5.0 out of 5 average rating, 54 reviews

Winterport Evergreen Farm - Guest House

Dec 5 – 12

G$32,690 GYD per night
Guest favorite

Home in Winterport

4.94 out of 5 average rating, 17 reviews

Recently renovated Hidden Gem

Oct 24 – 31

G$30,842 GYD per night
Guest favorite

Apartment in Hampden

5.0 out of 5 average rating, 14 reviews

Forest Retreat - Two Bedroom Apt. in Log Cabin

Sep 5 – 12

G$28,580 GYD per night
Guest favorite

Guest suite in Hampden

4.97 out of 5 average rating, 66 reviews

In-law apartment in Hampden

Apr 2 – 9

G$23,023 GYD per night
Guest favorite

Cottage in Hermon

4.9 out of 5 average rating, 42 reviews

Lakefront Cottage on Tracy Pond

Feb 1 – 8

G$25,814 GYD per night
Guest favorite

Guesthouse in Orland

5.0 out of 5 average rating, 28 reviews

Studio on Orland River

Nov 7 – 14

G$27,846 GYD per night
Guest favorite

Cottage in Hermon

5.0 out of 5 average rating, 21 reviews

Modern RV on Tracy Pond

Mar 10 – 17

G$24,738 GYD per night

Destinations to explore

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  2. United States
  3. Maine
  4. Waldo County
  5. Winterport