A street scene with a school bus, a red truck, and various buildings including a brick building with a sign for LaCasse Bats.

Skowhegan Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Skowhegan vacation rentals

1. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is ¥31,942
¥51,529 total
includes taxes & fees
Nov 21 - Nov 22
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

2. Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.4 out of 10, Exceptional, (10 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is ¥20,842
¥24,808 total
includes taxes & fees
Nov 23 - Nov 24
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

3. Dog Friendly, Steps to Lake, Golf, & Theate

Dog Friendly, Steps to Lake, Golf, & Theate
Madison
10.0 out of 10, Exceptional, (1 review)
"The house is really nice convenient local area. We would stay there again when we come into town."
United States
Al Q.
The price is ¥40,388
¥92,175 total
includes taxes & fees
Nov 30 - Dec 1
Dog Friendly, Steps to Lake, Golf, & Theate

4. Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Mila was always available when I needed anything. Very flexible and the place was nice."
United States
Donna B.
The price is ¥19,571
¥23,424 total
includes taxes & fees
Nov 15 - Nov 16
Spacious modern living in a quite neighborhood

5. Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
10.0 out of 10, Exceptional, (4 reviews)
"A lovely spot. It is extremely clean. The hostess has thought of everything! There are plenty of nice towels and facecloths and bedding. The bed is very comfortable. We have enjoyed our stay"
Canada
Sherrie
The price is ¥19,165
¥22,979 total
includes taxes & fees
Nov 19 - Nov 20
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

6. Welcome to "the east Madison chapel"

Welcome to "the east Madison chapel"
Madison
10.0 out of 10, Exceptional, (4 reviews)
"Great for kids. Lots of space. Convenient location. Plenty to do locally or venture out to explore. Recommend renting the golf cart to get back and forth down the camp road to the dock.. water is clear and clean, rock bottom at shore. Fast response from host who lives close by."
United States
Melissa B.
The price is ¥63,884
¥108,628 total
includes taxes & fees
Dec 15 - Dec 16
Welcome to "the east Madison chapel"

7. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (13 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ¥14,374
¥32,554 total
includes taxes & fees
Nov 24 - Nov 25
Sister A-Frame in Woods B

8. Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Madison
10.0 out of 10, Exceptional, (45 reviews)
"Really neat cabin that has been added onto. The backstory was really cool to read. Highly recommend this cabin. Extremely peaceful and private. Highly recommend this host and staying here!"
United States
Blake B.
The price is ¥21,417
¥51,198 total
includes taxes & fees
Nov 24 - Nov 25
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

9. Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.
Waterville
9.6 out of 10, Exceptional, (65 reviews)
"Clean and Cozy! Always perfect for our stay "
United States
Rebecca B.
The price is ¥25,234
¥38,646 total
includes taxes & fees
Dec 15 - Dec 16
Cozy House in the heart of Waterville Maine.

10. Fabulous 3-bedroom RV with direct access to the Sebasticook River!

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful camper and property! We loved it!"
United States
Tracy D.
The price is ¥12,232
¥18,911 total
includes taxes & fees
Nov 30 - Dec 1
Fabulous 3-bedroom RV with direct access to the Sebasticook River!

11. Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (15 reviews)
"Very quiet and lovely apartment. The host was very accommodating and attentive to my questions."
United States
Ruth W.
The price is ¥22,449
¥47,126 total
includes taxes & fees
Nov 15 - Nov 16
Angel Mist Retreat Garage Apartment

12. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (18 reviews)
"We loved staying at the farm! My kids enjoyed meeting the horse and donkey on property. It was perfect for our family!"
United States
Shana S.
The price is ¥33,409
¥39,205 total
includes taxes & fees
Nov 15 - Nov 16
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

13. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.2 out of 10, Wonderful, (11 reviews)
"Host was very accommodating "
United States
Maureen
The price is ¥18,367
¥35,688 total
includes taxes & fees
Dec 15 - Dec 16
The heart of the Belgrade Lakes

14. Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (50 reviews)
"Apartment was comfortable and as described. I had a nice stay."
United States
kathy e.
The price is ¥16,770
¥39,866 total
includes taxes & fees
Dec 15 - Dec 16
Central Maine Apartment offering 4 Seasons of Fun.

15. Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield

Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield
Smithfield
8.0 out of 10, Very good, (1 review)
"Very clean and centrally located for the Belgrade Lakes. Nice people and I will definitely stay again."
United States
Mike F.
The price is ¥19,165
¥22,979 total
includes taxes & fees
Nov 19 - Nov 20
Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield

16. The Libby House – Fast WiFi, Parking & Full Kitchen

The Libby House – Fast WiFi, Parking & Full Kitchen
Pittsfield
10.0 out of 10, Exceptional, (1 review)
"Great place!"
United States
mary jane c.
The price is ¥16,309
¥23,005 total
includes taxes & fees
Nov 16 - Nov 17
The Libby House – Fast WiFi, Parking & Full Kitchen

17. Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

Boat launch and Trailer parking, Dog Friendly, Lake Great Pond
Belgrade
10.0 out of 10, Exceptional, (58 reviews)
"Great place, quiet neighborhood off the lake, very comfortable. Would definitely stay again!"
United States
Steve C.
The price is ¥26,657
¥58,803 total
includes taxes & fees
Nov 16 - Nov 17
Boat launch and Trailer parking, Dog Friendly, Lake Great Pond

18. Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch

Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch
Canaan
9.8 out of 10, Exceptional, (9 reviews)
"Awesome stay right on the water. "
United States
Timothy S.
The price is ¥24,047
¥60,662 total
includes taxes & fees
Nov 22 - Nov 23
Salt water hot tub, king size beds, dog friendly, lake front, dock, boat launch

19. Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
Pittsfield
9.8 out of 10, Exceptional, (10 reviews)
"I recommend this property to anyone staying in the Pittsfield area. I’ve already suggested it to our friends who live there as great option for guests. Very clean and comfortable and a good value."
United States
Anonymous traveler
The price is ¥19,027
¥30,848 total
includes taxes & fees
Nov 15 - Nov 16
Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

20. Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The cabin was perfect for our two night stay. It was very clean and it felt just like being at home. Misty was a responsive host and I would definitely rent here again."
United States
Tonilynne D.
The price is ¥13,671
¥21,351 total
includes taxes & fees
Nov 19 - Nov 20
Charming cabin in the birches right on the atv trail!
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

Top Skowhegan Hotel Reviews

Find out more about Skowhegan

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

  • View our selection of featured holiday rentals in Skowhegan
  • Use the map to find apartments and other holiday homes in the Skowhegan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Skowhegan while they last

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

Frequently asked questions

Can I find a vacation rental in Skowhegan?

Yes, we give you a choice of vacation rentals in Skowhegan near Skowhegan State Fairgrounds, or you can go with a more secluded option if you want a relaxing stay. Skowhegan is known for its shopping and restaurants. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best vacation rentals in Skowhegan?

Stunning Belgrade Lakes Waterfront Retreat – Dock, Kayaks & Breathtaking Views!: This vacation home rental near Skowhegan offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Skowhegan?

Choose from 4 Expedia vacation rentals in Skowhegan for a memorable vacation.

What’s there to see and do in Skowhegan?

Cultural attractions include Margaret Chase Smith Library, whereas Kennebec River is a spot to enjoy nature. Skowhegan State Fairgrounds and Eaton Mountain are other places to visit while you're in town.

What’s a vacation rental in Skowhegan like?

A vacation rental is a private property you can book for a few weeks or just a few days in Skowhegan. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.