Sidney Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Sidney

Property grounds
3350 Middle Road

3350 Middle Road

Sidney
8.0 out of 10, Very Good, (3)
"A great spot for all 7 of us. Nice house with zones for everyone. Lovely backyard. Big kitchen and dining table"
United States
Pat D.
The price is ￥41,745
￥52,097 total
includes taxes & fees
Dec 7 - Dec 8
3350 Middle Road
Terrace/patio
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
The price is ￥15,508
￥32,624 total
includes taxes & fees
Dec 8 - Dec 9
The Cabin Skowhegan
Fridge, microwave, oven, stovetop
Waterfront 2br/2ba cottage

Waterfront 2br/2ba cottage

West Gardiner
9.8 out of 10, Exceptional, (15)
"Very nice and clean place. We used this rental as a hub to go around and see lots that Maine had to offer. Hosts were very nice and kept a very clean place."
United States
Bruce J.
The price is ￥21,641
￥50,137 total
includes taxes & fees
Dec 7 - Dec 8
Waterfront 2br/2ba cottage
Exterior
Sister A-Frame in Woods B

Sister A-Frame in Woods B

Oakland
10.0 out of 10, Exceptional, (8)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is ￥18,703
￥35,430 total
includes taxes & fees
Dec 9 - Dec 10
Sister A-Frame in Woods B
Property grounds
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
The price is ￥15,663
￥37,357 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Central Maine Apartment offering 4 Seasons of Fun.
Exterior
Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails

Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails

Oakland
10.0 out of 10, Exceptional, (7)
"It was that was said to be The host was very nice and helpful . I enjoyed my stay "
United States
Andrea C.
The price is ￥31,559
￥61,575 total
includes taxes & fees
Dec 16 - Dec 17
Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails
Outdoor dining
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Belgrade
10.0 out of 10, Exceptional, (48)
"The house was great, and the owners were very communicative and responsive. Would definitely recommend and stay again!"
United States
Jonathon R.
The price is ￥20,728
￥44,069 total
includes taxes & fees
Dec 9 - Dec 10
Ice Fishing, Dog Friendly, Lake Great Pond
TV
Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell

Hallowell
10.0 out of 10, Exceptional, (80)
"Easy check in super clean comfy beds organizdd"
United States
Josee Y.
The price is ￥19,385
￥36,681 total
includes taxes & fees
Dec 18 - Dec 19
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Property grounds
Cozy Cottage on water's edge of Lake Cobbosseecontee

Cozy Cottage on water's edge of Lake Cobbosseecontee

Manchester
8.6 out of 10, Excellent, (18)
"Check in was a breeze. Right on the lake. House was just the right size for me and my 3 adult sons. Was lovely to paddle, canoe or swim just walking down the porch stairs"
United States
Heather A.
The price is ￥20,238
￥49,444 total
includes taxes & fees
Dec 11 - Dec 12
Cozy Cottage on water's edge of Lake Cobbosseecontee
Outdoor dining
Minutes to Colby

Minutes to Colby

Waterville
8.8 out of 10, Excellent, (22)
"Andriana was great with communication and allowing us to get in to the Vrbo an hour earlier. Great location, everything was right there. "
United States
Colleen W.
The price is ￥16,909
￥29,422 total
includes taxes & fees
Dec 8 - Dec 9
Minutes to Colby
Property grounds
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards

Whitefield
9.8 out of 10, Exceptional, (30)
"We stayed in this cabin for two nights with our dog and it was very peaceful and fun! The cabin has a campfire, lots of batteries for charging, lights, battery fans, etc. There were many long walking trails with fun activities; like kayaking, axe throwing, a pizza oven… Exactly what we were looking for! Would stay again! "
United States
Ben R.
The price is ￥23,262
￥34,822 total
includes taxes & fees
Dec 11 - Dec 12
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
Fridge, microwave, oven, stovetop
Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min

2.0 star property
Oakland
10.0 out of 10, Exceptional, (6)
"New, clean and had everything we needed. "
United States
Lara B.
The price is ￥15,353
￥41,752 total
includes taxes & fees
Dec 22 - Dec 23
Discover Oakland charm near Colby College 10 min
Front of property
My Valhalla Farm

My Valhalla Farm

3.5 star property
Oakland
The price is ￥34,893
￥53,541 total
includes taxes & fees
Dec 7 - Dec 8
My Valhalla Farm
Outdoor spa tub
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP

Whitefield
10.0 out of 10, Exceptional, (6)
"Great getaway! We loved all of the discoveries to be made both in the cabin and on the property. We stayed in Stella. It was adorable, functional, and very welcoming. We also enjoyed an outing to Kennebec Maine Cabin Masters only 20 min away! "
United States
Sandra L.
The price is ￥28,699
￥45,824 total
includes taxes & fees
Dec 7 - Dec 8
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Fridge, microwave, stovetop, coffee/tea maker
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.

Oakland
The price is ￥24,146
￥48,463 total
includes taxes & fees
Dec 6 - Dec 7
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
Outdoor dining
Lighthouse Lane

Lighthouse Lane

Manchester
10.0 out of 10, Exceptional, (70)
"The house location on the lake is perfect! So beautiful and quiet:) The house was overall very nice to live in."
United States
Nathalie N.
The price is ￥55,829
￥74,377 total
includes taxes & fees
Dec 11 - Dec 12
Lighthouse Lane
Property grounds
Every window has a spectacular lake view Low fees

Every window has a spectacular lake view Low fees

Wayne
9.8 out of 10, Exceptional, (45)
"Tina was great and very informative with places to visit and place to eat. Will definitely be checking in again "
United States
Nancy
The price is ￥18,011
￥41,614 total
includes taxes & fees
Dec 7 - Dec 8
Every window has a spectacular lake view Low fees
Interior
High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

Hallowell
10.0 out of 10, Exceptional, (96)
"Such a great little space and town. Loved that it was walking distance to a little main street with shops and restaurants. Beautiful place. Great accomodations. "
United States
Kayla B.
The price is ￥17,375
￥31,959 total
includes taxes & fees
Jan 2 - Jan 3, 2026
High End Apartment in Downtown Hallowell
Smart TV, books
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Skowhegan
The price is ￥31,026
￥62,226 total
includes taxes & fees
Dec 12 - Dec 13
Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Interior
Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes

Litchfield
10.0 out of 10, Exceptional, (11)
"Booked this property for a girls trip and this property was stunning! Wish we would’ve booked for more days! Ample space for everyone, views were amazing, and the house was gorgeous! Already considering booking again next year! "
United States
Emma B.
The price is ￥76,789
￥95,706 total
includes taxes & fees
Dec 6 - Dec 7
Camp Lintonia on Tacoma Lakes
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 Sidney Hotel Reviews

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

10/10 Excellent
"This hotel is amazing! From the friendly staff to the clean rooms it was a great experience. The restaurant was excellent as well. I was traveling on business and I will definitely return."
Kathleen 1-night trip
Posted 5 days ago
Maine Evergreen Hotel, an Ascend Collection Hotel

Find out more about Sidney

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

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

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

Frequently asked questions

Are there vacation rentals in Sidney?

Yes, we offer vacation rentals near popular attractions in Sidney, or you can go with a secluded option if you're looking for relaxation.

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

Spacious Country Home w/ Hot Tub, near Colby/Thomas: This highly rated vacation home rental in Sidney is located in a rural location and has a hot tub, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Sidney is Red Cedar Haven Lakefront Dock Kayaks.

How many vacation rentals are there in Sidney?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Sidney stay.

What can I see and do in Sidney?

Belgrade Lakes Chain and Kennebec River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Thomas College and Waterville Opera House.

What are vacation rentals like in Sidney?

Vacation rentals are private accommodations you can stay in for several days or longer in Sidney. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.