Jackson Vacation Rentals

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Check prices for these dates

Tonight
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Jackson vacation rentals

Property grounds
Cozy Cabin By The Pond, Sleeps 2

Cabin in Waldo

Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, (197)
"Nice and coat cabin to come back to after long day of beach coming "
United States
Kael G.
$169 nightly
The price is $184
Dec 16 - Dec 17
Total with taxes and fees
Cozy Cabin By The Pond, Sleeps 2
Smart TV, fireplace
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna

Vacation Home in Orrington

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
10.0 out of 10, Exceptional, (11)
"Wonderful trip and great property!"
United States
Miranda G.
New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna
Property grounds
Big Red House - Historic Bangor Home

Vacation Home in Bangor

Big Red House - Historic Bangor Home
10.0 out of 10, Exceptional, (121)
"We lived our time at the BRH and can’t wait to come back again!"
United States
Emily S.
Big Red House - Historic Bangor Home
Exterior detail
Charming Home Walk Downtown/Waterfront

Vacation Home in Belfast

Charming Home Walk Downtown/Waterfront
9.8 out of 10, Exceptional, (13)
"Easy walking distance to town. Perfect with our dog. Lovely home. "
United States
Ann L.
Charming Home Walk Downtown/Waterfront
Exterior
Quiet single-level fully furnished house

Vacation Home in Fairmount

Quiet single-level fully furnished house
10.0 out of 10, Exceptional, (52)
"Great location, Great Host and great Accommodations!"
United States
Tess K.
$151 nightly
The price is $165
Dec 22 - Dec 23
Total with taxes and fees
Quiet single-level fully furnished house
Interior
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor

Cottage in Hampden

MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
10.0 out of 10, Exceptional, (52)
"We enjoyed our stay, the cottage had everything we needed. "
United States
Gina C.
$160 nightly
The price is $174
Dec 16 - Dec 17
Total with taxes and fees
MaineStay Cottage #5 With Fireplace & Fully Stocked Kitchen in Hampden/Bangor
Exterior
Waterfront cottage with deep water dock, ocean front.

Cottage in Belfast

Waterfront cottage with deep water dock, ocean front.
9.8 out of 10, Exceptional, (107)
"Truly lovely cottage. Jon is a fantastic host. Highly recommend!"
United States
Peter F.
Waterfront cottage with deep water dock, ocean front.
Outdoor spa tub
Gorgeous Waterfront Estate In Historic Bayside

Vacation Home in Northport

Gorgeous Waterfront Estate In Historic Bayside
10.0 out of 10, Exceptional, (76)
"This was a great place with great owners. Would recommend to anyone"
United States
John S.
Gorgeous Waterfront Estate In Historic Bayside
Cottage (2 Bedrooms) | Interior
Secluded Orland Cottage w/ Grill, Near State Parks

Cottage in Orland

Secluded Orland Cottage w/ Grill, Near State Parks
3.0 star property
Secluded Orland Cottage w/ Grill, Near State Parks
House (1 Bedroom) | Interior
35 Mi to Acadia: Rustic Retreat in Orland!

Cottage in Orland

35 Mi to Acadia: Rustic Retreat in Orland!
2.0 star property
6.0 out of 10, (2)
"Exactly what you think of a cabin in the Maine woods. Close to Bucksport. No wifi. Only got one channel on the rabbit ears for the TV, but many movies available to use on the dvd player. Dark outside at night. Quick response from property manager. Would stay there again. "
United States
Jayson
35 Mi to Acadia: Rustic Retreat in Orland!
Interior
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor

Cottage in Hampden

NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
10.0 out of 10, Exceptional, (45)
"Always a great place for overnight stayWe will often stay if we are coming up for a concertConvenient location "
United States
Todd A.
$160 nightly
The price is $174
Dec 28 - Dec 29
Total with taxes and fees
NEW MaineStay Cottage #3 Full Kitchen + Fireplace in Hampden/Bangor
Beach
Middle of Everywhere - 4 BR Waterfront!

Vacation Home in Prospect

Middle of Everywhere - 4 BR Waterfront!
10.0 out of 10, Exceptional, (3)
"House was clean. It had everything we needed. Owner is very responsive. We enjoyed our stay!"
United States
Al W.
Middle of Everywhere - 4 BR Waterfront!
House (3 Bedrooms) | Interior
Waterfront Hampden Home on Hermon Pond!

Cottage in Hampden

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. "
United States
EMILY
Waterfront Hampden Home on Hermon Pond!
Interior
Bayside vista

Apartment in Bucksport

Bayside vista
10.0 out of 10, Exceptional, (15)
"We loved our stay in Bucksport. The apartment was comfortable, clean and had everything we needed - and the view could not be beat! "
United States
Allison M.
$281 nightly
The price is $307
Jan 3 - Jan 4, 2026
Total with taxes and fees
Bayside vista
Terrace/patio
PINE LODGE NORTHPORT MAINE FAMILY REUNIONS, WEDDING,RETREAT ACADIA BAR HARBOR

Vacation Home in Northport

PINE LODGE NORTHPORT MAINE FAMILY REUNIONS, WEDDING,RETREAT ACADIA BAR HARBOR
9.6 out of 10, Exceptional, (55)
"Easy Check in. Large kitchen and two large refrigerators were great for our large family. "
United States
Nelson G.
PINE LODGE NORTHPORT MAINE FAMILY REUNIONS, WEDDING,RETREAT ACADIA BAR HARBOR
Terrace/patio
Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine

Cabin in Stockton Springs

Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine
10.0 out of 10, Exceptional, (8)
"Comfy and cozy. Perfect cabin feel. "
United States
Brigitte W.
Mid-Coast Maine cabin less than an hour from Acadia NP! New Sauna! Cabin #3 Pine
Exterior
Cozy MaineStay Cottage #1 Hampden/Bangor

Cabin in Hampden

Cozy MaineStay Cottage #1 Hampden/Bangor
10.0 out of 10, Exceptional, (11)
"I cannot express how awesome of an experience staying here was! I would for sure come back just to stay at the cottage! "
United States
Gretchen M.
$155 nightly
The price is $169
Dec 23 - Dec 24
Total with taxes and fees
Cozy MaineStay Cottage #1 Hampden/Bangor
Property grounds
Maplewood Lakehouse in Newport

Vacation Home in Newport

Maplewood Lakehouse in Newport
10.0 out of 10, Exceptional, (8)
"The house and property were even better than the photos and Craig was a great host, even leaving us a welcome bag and personal note. I also really appreciate that the home was dog-friendly as our city pup had the best time of her life. "
United States
Anna D.
Maplewood Lakehouse in Newport
Private kitchen
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

Mobile Home in Winterport

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby
10.0 out of 10, Exceptional, (3)
"Great place to stay"
United States
Aaron
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby
Property grounds
Charming 3-bedroom house in delightful Belfast, Maine

Vacation Home in Belfast

Charming 3-bedroom house in delightful Belfast, Maine
10.0 out of 10, Exceptional, (3)
"Fantastic spot. Well appointed and comfortable. "
United States
Ariel B.
$415 nightly
The price is $452
Dec 16 - Dec 17
Total with taxes and fees
Charming 3-bedroom house in delightful Belfast, Maine
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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Top Jackson Hotel Reviews

Howard Johnson by Wyndham Bangor

Howard Johnson by Wyndham Bangor

10/10 Excellent
"Conveniently located. Lots of parking. Clean room. Great grab n go breakfast."
Cheryl 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Bangor

Find out more about Jackson

Everything you need to know about Jackson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jackson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jackson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jackson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jackson. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jackson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $165 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jackson rentals

At Expedia, we put the best Jackson vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jackson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jackson vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jackson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Jackson?

Yes, we give you a choice of vacation rentals close to the most popular sights in Jackson, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Jackson?

New listing. Charming 3-bedroom lake house in Orrington WiFi, Hot tub, and Sauna: This vacation home rental near Jackson offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Jackson?

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

What are vacation rentals like in Jackson?

Vacation rentals are private properties you can stay in for several days or longer in Jackson. Vacation rentals feature extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family getaway.