Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Ashland vacation rentals

Interior
Cozy Camp on the lake in Northern Maine

Cabin in Westmanland

Cozy Camp on the lake in Northern Maine
2.0 star property
9.6 out of 10, Exceptional, (65)
"Amazing shore access to Little Madiwaska lake, cabin was clean, well stocked, comfortable & had a perfect feeling for a visit to "The County"! "
United States
Darrin
The price is ￥15,594
￥33,995 total
includes taxes & fees
Dec 26 - Dec 27
Cozy Camp on the lake in Northern Maine
Property grounds
Portage Lakeside Cabins, The Bird's Nest

Cabin in Portage Lake

Portage Lakeside Cabins, The Bird's Nest
2.0 star property
10.0 out of 10, Exceptional, (2)
"The cabin is clean with all the amenities you could ever want! A short walk to the heated shower house cometw with flush toilets and laundry. Quiet, sky full of stars, close to food and plenty of places.to walk. Its our 3rd stay here and we hope to come again!"
United States
Laurie F.
The price is ￥13,099
￥31,712 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Portage Lakeside Cabins, The Bird's Nest
Fridge, microwave, oven, stovetop
"Snowmobile/ATV Haven LLC" w/access to ITS 83/105

Vacation Home in Washburn

"Snowmobile/ATV Haven LLC" w/access to ITS 83/105
10.0 out of 10, Exceptional, (13)
"Perfect place to ride from. Directly across from the snowmobile and atv club. The house was perfect for us. Will absolutely be back next year! "
United States
Stacy S.
The price is ￥20,912
￥44,551 total
includes taxes & fees
Dec 26 - Dec 27
"Snowmobile/ATV Haven LLC" w/access to ITS 83/105
Interior
Charming 2-bedroom cabin in Portage Lake

Cabin in Portage Lake

Charming 2-bedroom cabin in Portage Lake
2.0 star property
The price is ￥28,102
￥57,518 total
includes taxes & fees
Dec 26 - Dec 27
Charming 2-bedroom cabin in Portage Lake
Property grounds
Portage Lakeside Cabins, The Bear's Den

Cabin in Portage Lake

Portage Lakeside Cabins, The Bear's Den
9.6 out of 10, Exceptional, (5)
"The place was spotless, incredibly cute, and cozy. I will definitely be back during the summer months"
United States
Melissa M.
The price is ￥15,612
￥35,492 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Portage Lakeside Cabins, The Bear's Den
Dining
3-bedroom house in downtown Caribou with access to snowmobile & ATV trails.

Vacation Home in Caribou

3-bedroom house in downtown Caribou with access to snowmobile & ATV trails.
2.0 star property
The price is ￥44,443
￥74,449 total
includes taxes & fees
Dec 26 - Dec 27
3-bedroom house in downtown Caribou with access to snowmobile & ATV trails.
Property grounds
Portage Lakeside Cabins

Cabin in Portage Lake

Portage Lakeside Cabins
10.0 out of 10, Exceptional, (3)
"Great location. It was a fantastic week!"
United States
David M.
The price is ￥18,401
￥39,021 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Portage Lakeside Cabins
3 bedrooms, WiFi
Portage Lakeside Cabins, The Moose Shed

Cabin in Portage Lake

Portage Lakeside Cabins, The Moose Shed
9.6 out of 10, Exceptional, (7)
"The property was very clean and the bathhouse was fully stocked! We loved our stay. The location is great and it was very quiet! Would stay again!"
United States
Madeline M.
The price is ￥15,594
￥35,281 total
includes taxes & fees
Dec 26 - Dec 27
Portage Lakeside Cabins, The Moose Shed
Fridge, microwave, oven, stovetop
Veteran Owned, charming 4-bedroom house with WiFi, AC in lovely Presque Isle

Vacation Home in Presque Isle

Veteran Owned, charming 4-bedroom house with WiFi, AC in lovely Presque Isle
The price is ￥27,321
￥53,604 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Veteran Owned, charming 4-bedroom house with WiFi, AC in lovely Presque Isle
Property grounds
Portage Lakeside Cabins, The Fishing Shack

Cabin in Portage Lake

Portage Lakeside Cabins, The Fishing Shack
The price is ￥9,980
￥28,312 total
includes taxes & fees
Dec 29 - Dec 30
Portage Lakeside Cabins, The Fishing Shack
TV, video games
Luxury 3-Bedroom Home Next to Snowmobile Trails

Vacation Home in Caribou

Luxury 3-Bedroom Home Next to Snowmobile Trails
9.4 out of 10, Exceptional, (14)
"Plenty of room. Clean. Doesn't look like much on the outside but really nice inside."
United States
Larry C.
The price is ￥38,829
￥62,721 total
includes taxes & fees
Dec 26 - Dec 27
Luxury 3-Bedroom Home Next to Snowmobile Trails
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 Ashland Hotel Reviews

Presque Isle Hotel

Presque Isle Hotel

10/10 Excellent
"Clean room, nice staff, very accommodating "
Danielle 1-night trip
Posted 3 days ago
Presque Isle Hotel

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Can I find vacation rentals in Ashland?

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

What are some of the best vacation home rentals that Ashland has to offer?

The New Sweden Castle-Enchanting 3-bedroom house with WiFi in New Sweden, Maine : This vacation home near Ashland is located in a rural location and has a fireplace, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Ashland?

Explore the area and family-friendly sights such as Solar System Model: Mercury, or get out into nature at a spot like Hedgehog Mountain. In the larger area, you’ll find North Maine Woods and Aroostook State Park.

What are vacation rentals like in Ashland?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Ashland. Vacation rentals feature 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, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for small groups.