Canaan Vacation Rentals

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Canaan vacation rentals

Smart TV, fireplace, DVD player, foosball
Log cabin, King bed!!! Private beach!!

Log cabin, King bed!!! Private beach!!

Log cabin, King bed!!! Private beach!!
Canaan
9.8 out of 10, Exceptional, (34)
"Communication was excellent "
United States
DARRELL J.
Log cabin, King bed!!! Private beach!!
Fridge, oven, stovetop, dishwasher
Classy AF Home Steps from Colby and Trails

Classy AF Home Steps from Colby and Trails

Classy AF Home Steps from Colby and Trails
Oakland
10.0 out of 10, Exceptional, (49)
"Clean, comfortable and incredibly close to campus for a college visit."
United States
Patricia R.
Classy AF Home Steps from Colby and Trails
Fridge, microwave, oven, stovetop
Large Secluded Cabin on the Lake - Now booking 2+ night stays

Large Secluded Cabin on the Lake - Now booking 2+ night stays

Large Secluded Cabin on the Lake - Now booking 2+ night stays
Smithfield
10.0 out of 10, Exceptional, (66)
"Awesome place for our vacation!!! Had a great time fishing and enjoying each other’s company while hanging around the fire pit!!"
United States
Craig C.
Large Secluded Cabin on the Lake - Now booking 2+ night stays
Terrace/patio
The Cabin Skowhegan

The Cabin Skowhegan

The Cabin Skowhegan
Skowhegan
9.8 out of 10, Exceptional, (50)
"Great place to stay. Highly recommend. Owner was very kind and helpful. Cabin was worth the money."
United States
Sue
$193 nightly
The price is $210
Dec 14 - Dec 15
Total with taxes and fees
The Cabin Skowhegan
Front of property
My Valhalla Farm

My Valhalla Farm

My Valhalla Farm
3.5 star property
Oakland
My Valhalla Farm
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (9)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
$210 nightly
The price is $228
Dec 15 - Dec 16
Total with taxes and fees
Sister A-Frame in Woods B
Dining
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion

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

Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Albion
9.8 out of 10, Exceptional, (37)
"Nice place, great fishing. "
United States
Bryan W.
Weekly discounts avail. Get away at this New house on Lovejoy Pond in Albion
Fridge, microwave, oven, stovetop
Lakefront cabin on North Pond with private beach

Lakefront cabin on North Pond with private beach

Lakefront cabin on North Pond with private beach
Smithfield
9.6 out of 10, Exceptional, (7)
"We came to Maine to relax and decompress. This spot was perfect for that The quiet was just what we needed and the property was clean, spacious and comfortable."
United States
Michael C.
Lakefront cabin on North Pond with private beach
Fridge, microwave, oven, stovetop
The Hideout Cabin | Steps to the Beach

The Hideout Cabin | Steps to the Beach

The Hideout Cabin | Steps to the Beach
Burnham
10.0 out of 10, Exceptional, (9)
"Amenities were great. Property was clean and quiet. Perfect for teens. Great view of the lake. Updated kitchen and grill was great for making family meals. Enjoyed making s'mores in the fire pit. Kayaks were so much fun. "
United States
Jamie M.
$405 nightly
The price is $442
Dec 14 - Dec 15
Total with taxes and fees
The Hideout Cabin | Steps to the Beach
Property grounds
Maplewood Lakehouse in Newport

Maplewood Lakehouse in Newport

Maplewood Lakehouse in Newport
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
Property grounds
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement

Beautiful lakeside 4 bedroom retreat with private dock and walkout basement
2.0 star property
Oakland
10.0 out of 10, Exceptional, (4)
"We had an excellent stay on the lake. The property is beautiful and the house has everything, with great views from all 3 levels. We would love to stay again! "
United States
Ashley L.
Beautiful lakeside 4 bedroom retreat with private dock and walkout basement
Property grounds
Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.

Central Maine Apartment offering 4 Seasons of Fun.
Oakland
10.0 out of 10, Exceptional, (43)
"The place was clean, very spacious and comfortable. Having the laundry was helpful, so I didn’t have to worry about doing laundry when I got home late (also, I spilled coffee on the way there, so I’m glad the stain was gone)."
United States
Keeko
$221 nightly
The price is $241
Jan 5 - Jan 6, 2026
Total with taxes and fees
Central Maine Apartment offering 4 Seasons of Fun.
House (2 Bedrooms) | Interior
Family-friendly Troy Getaway With Furnished Deck!

Family-friendly Troy Getaway With Furnished Deck!

Family-friendly Troy Getaway With Furnished Deck!
3.0 star property
Troy
10.0 out of 10, Exceptional, (1)
"Great property and the owner was very welcoming and accommodating. Would recommend!!"
United States
Bonnie
Family-friendly Troy Getaway With Furnished Deck!
Property grounds
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug

10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug

10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
Newport
10.0 out of 10, Exceptional, (121)
"Very relaxing place"
United States
Fabiana W.
10 Steps And You're In Sebasticook Lake. This Is Where You Go To Unplug
Interior
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters

Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Oakland
9.2 out of 10, Wonderful, (26)
"Adorable cabin well stocked with plenty of space. Beautiful view! Nice and Clean. Needed help with the door lock and they were quick to respond and help. "
United States
Angela
Lakefront home on McGrath Pond - once featured on Maine Cabin Masters
Interior
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!

Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Dexter
10.0 out of 10, Exceptional, (23)
"We’ve enjoyed staying at this location!"
United States
Ted G.
Rail Trail Retreat! Recently remodeled cozy home on Snowmobile/ATV Trail!
Property grounds
Pine Tree Trail Lodge

Pine Tree Trail Lodge

Pine Tree Trail Lodge
2.0 star property
Pittsfield
10.0 out of 10, Exceptional, (1)
"Great place. The host so helpful. I would definitely stay here again. "
United States
Amber G.
$271 nightly
The price is $273
Dec 14 - Dec 15
Total with taxes and fees
Pine Tree Trail Lodge
Fridge, microwave, oven, stovetop
Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (14)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
$283 nightly
The price is $309
Dec 14 - Dec 15
Total with taxes and fees
Angel Mist Retreat Garage Apartment
Fridge, microwave, oven, stovetop
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach

Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach
Madison
9.6 out of 10, Exceptional, (72)
"Such a cute home with lots of personality and "
United States
Heidi F.
Lake Front House ~ Fire pit ~ Canoes/Kayaks ~ Large Deck ~Grill - Secluded Beach
Exterior
A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.

A soul soothing escape. Artistically built and lovingly maintained.
New Sharon
10.0 out of 10, Exceptional, (30)
"This is the nicest place we have ever stayed in as a couple. "
United States
Orran K.
$360 nightly
The price is $392
Dec 21 - Dec 22
Total with taxes and fees
A soul soothing escape. Artistically built and lovingly maintained.
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 Canaan Hotel Reviews

Lockwood Hotel

Lockwood Hotel

10/10 Excellent
"Lockwood is always great and Front & Main is a great restaurant."
Roberta 1-night trip
Posted 4 days ago
Lockwood Hotel

Find out more about Canaan

Everything you need to know about Canaan 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 Canaan 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 Canaan vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Canaan vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canaan. 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 Canaan 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 $210 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 Canaan rentals

At Expedia, we put the best Canaan 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 Canaan 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 Canaan 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 Canaan. 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

Can I find a vacation rental in Canaan?

Yes, we offer vacation rentals near the most popular points of interest in Canaan, or you can go with a more secluded option if you're looking for a relaxing stay.

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

My Valhalla Farm: You might like this vacation home rental near Canaan. It is located in a rural location and has a garden, a barbecue grill, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Canaan?

While exploring the area, visit family-friendly sights like First Congregational Church, or get outside and enjoy nature at Kennebec River. Skowhegan State Fairgrounds and Colby College are a couple of places you'll find in the larger area.

What are vacation rentals like in Canaan?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Canaan. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a small group gathering.