Vacation rentals in Jackson

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Jackson

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$27,184 GYD per night
Guest favorite

Yurt in Appleton

4.96 out of 5 average rating, 221 reviews

SUMMER ROSE a Yurt for ALL Seasons

SUMMER ROSE - Overlooking the Field of Dreams pasture, and future pond, is a spacious wooden yurt with a spectacular ceiling, personal hot tub and "Hideout" a screened in sanctuary. The Appleton Retreat is situated on 120 acres of privately owned land. To the south, a short walk from Summer Rose, is the Pettengill Stream, a resource protected area where you can view wildlife or kayak; and to the north, a wooded trail leads to a secluded pond on 1,300 acres of Nature Conservancy protected land.

Feb 17 – 24

G$34,097 GYD per night
Guest favorite

Guesthouse in Prospect

4.97 out of 5 average rating, 116 reviews

The Penobscot River Ranch Guesthouse

This unique four season property sits on 13+ acres on the Penobscot River in Prospect Maine facing Winterport. There is a 1/2 mile trail down to the river, great for hiking and snowshoeing. An awesome place to unwind with easy access for exploring mid coast and downeast Maine. Less than 10 minutes to Rt 1 and The Penobscot Narrows Bridge and Rt 1A, 18 miles to Belfast, Castine, Blue Hill, Ellsworth. About an hour to Acadia NP and 45 min to Bangor. Great views of the land, river and wildlife.

May 31 – Jun 7

G$19,136 GYD per night

Popular amenities for Jackson vacation rentals

Other great vacation rentals in Jackson

Guest favorite

Train in Knox

4.96 out of 5 average rating, 103 reviews

Private Cabin with Red Train Caboose

Sep 10 – 17

G$49,438 GYD per night
Guest favorite

Apartment in Searsport

4.91 out of 5 average rating, 101 reviews

Bayside Victorian in historic, sea captains' town

May 1 – 8

G$25,891 GYD per night
Guest favorite

Vacation home in Brooks

5.0 out of 5 average rating, 35 reviews

Adorable 1 bedroom apartment in the countryside

Apr 7 – 14

G$19,287 GYD per night
Guest favorite

Apartment in Unity

4.98 out of 5 average rating, 41 reviews

The Heron's Nest Cozy apartment in the woods.

Sep 22 – 29

G$29,956 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$32,680 GYD per night
Guest favorite

Guesthouse in Brooks

4.91 out of 5 average rating, 47 reviews

Camper/RV in Brooks, Maine

Nov 2 – 9

G$26,818 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$28,571 GYD per night
Guest favorite

Home in Unity

5.0 out of 5 average rating, 15 reviews

Kingfisher Cottage on Unity Pond

Oct 29 – Nov 5

G$35,842 GYD per night
Superhost

Apartment in Pittsfield

4.82 out of 5 average rating, 11 reviews

Book, Bed & Relax

Nov 4 – 11

G$19,116 GYD per night
Guest favorite

Home in Brooks

5.0 out of 5 average rating, 27 reviews

Cozy New Home with Hot Tub: Cornerton

Nov 7 – 14

G$41,953 GYD per night
Guest favorite

Apartment in Pittsfield

4.89 out of 5 average rating, 38 reviews

Loft Retreat

Jun 25 – Jul 2

G$23,605 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$25,806 GYD per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Jackson