Jackson Holiday Rentals

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Jackson

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (172)
"Extremely cozy, easy to find, great hosts, close to some very cute towns."
The price is NZ$335
includes taxes & fees
13 July - 14 July
Cozy Cabin By The Pond, Sleeps 2

Country Charm: Cozy getaway in delightful Searsport

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a wonderful stay at this charming property in Searsport! Patty was an excellent host—very responsive and attentive, which made everything smooth and stress-free. The place itself was spotless, cozy, and had everything I needed for a comfortable stay. From the thoughtful touches to the peaceful setting, it truly felt like a home away from home. Highly recommend for anyone looking for a relaxing and well-kept retreat!"
The price is NZ$343
includes taxes & fees
10 July - 11 July
Country Charm: Cozy getaway in delightful Searsport

Bucksport Bliss A Luxe Log Cabin. Waterview & Private.

2.0 star property
10.0 out of 10, Exceptional, (7)
"The property was clean, well stocked and very comfortable. The neighborhood was quiet, yet close enough to Brewer and Bucksport to shop. We had a wonderful time. Justin was amazing answering questions promptly and was able to help both before and during our visit."
Bucksport Bliss A Luxe Log Cabin. Waterview & Private.

1812 Pierce House

3.5 star property
1812 Pierce House

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (96)
"The host made the check in process very easy. The cottage was clean and prepared for us when we got there. It was a perfect getaway weekend! "
Waterfront cottage with deep water dock, ocean front.

Pet-friendly Prospect Apartment: 7 Mi to Beach!

3.0 star property
7.0 out of 10, Good, (2)
"Like: Very private, close to nature, extra blankets available, very clean kitchen and bathroom, towels and cafe k-cups available Didn't like: Mattress, odor in the bathroom, yellow pillow under pillowcase"
Pet-friendly Prospect Apartment: 7 Mi to Beach!

MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

10.0 out of 10, Exceptional, (45)
"Private, Homey and very comfortable!!"
The price is NZ$363
includes taxes & fees
21 July - 22 July
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

10.0 out of 10, Exceptional, (3)
"Older home with charm and some nice updates. It was perfect for our family of 6 and our dog. Kids appreciated the private pool on the 95° days and the dog loved the river. Couch is super comfortable and the outside area let us spend time together. Acadia is just over an hour away and it was a great home away from home for us."
Serene Waterfront Home with In-Ground Pool, River Views, Spacious Deck, & Grill

Beautiful lake side cottage

9.4 out of 10, Exceptional, (29)
"Very clean cute property on the waterfront! Enjoyed our stay and would love to return again!"
Beautiful lake side cottage

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

9.8 out of 10, Exceptional, (28)
"This place was perfect for our 3-night stay. Inside, it hits the sweet spot between well-equipped but uncluttered. The bird-watching overlooking the water was fantastic - from huge bald eagles to petite hummingbirds. "
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

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!

8.6 out of 10, Excellent, (12)
"We had an amazing time at this wonderful lake Home the host couldn’t be more accommodating, and the view was fantastic"
Waterfront Hampden Home on Hermon Pond!

Lake Side Guest Suite

10.0 out of 10, Exceptional, (7)
"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

Delightful Seaside Retreat with Ocean Views, Wifi, and Private Washer & Dryer

Delightful Seaside Retreat with Ocean Views, Wifi, and Private Washer & Dryer

spacious clean vacation unit near Bangor and on your way to Acadia National Park

9.2 out of 10, Wonderful, (24)
"We stayed for a day to go to Bangor and it was a good location for that "
The price is NZ$504
includes taxes & fees
21 July - 22 July
spacious clean vacation unit near Bangor and on your way to Acadia National Park

Pet-Friendly Prospect Apartment: 7 Mi to Beach!

8.8 out of 10, Excellent, (5)
"Great jumping off point for coastal adventures!"
Pet-Friendly Prospect Apartment: 7 Mi to Beach!

Relaxing lodge in the woods

10.0 out of 10, Exceptional, (24)
"Beautiful remote location very private drive-able to local restaurants if you want"
Relaxing lodge in the woods

Ocean View Apartment Along Maine's Scenic Penobscot Bay

10.0 out of 10, Exceptional, (82)
"Plenty of space and tremendous vibe for a family retreat. Ocean is only 50 yards away and the area is great. Very much enjoyed our stay"
Ocean View Apartment Along Maine's Scenic Penobscot Bay

Beautiful, Cozy Victorian B & B in historic Bangor with WiFi and AC

8.0 out of 10, Very good, (3)
"Great place to stay! Very comfortable. We really enjoyed the stay, Morgan and Valerie were very communicative and welcoming. Great location and easy to get wherever you want. Highly recommended!!!!"
Beautiful, Cozy Victorian B & B in historic Bangor with WiFi and AC
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

Frequently asked questions

Are there holiday rentals in Jackson?

Yes, there are holiday rentals close to the most popular sights in Jackson, 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 Jackson has to offer?

1812 Pierce House: This holiday home rental outside of Jackson is equipped with a BBQ, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Jackson?

Explore the area and family-friendly sights such as Penobscot Marine Museum, or get out into nature at a spot like Swan Lake. In the wider area, you’ll find Sandy Pond and Hermon Mountain.

What are holiday rentals like in Jackson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jackson. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for families.