Sidney Holiday Rentals

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Check prices for these dates

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

Our top choices for Sidney holiday rentals

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 AU$508
includes taxes & fees
17 Dec - 18 Dec
3350 Middle Road
TV
Spacious Country Home w/ Hot Tub, near Colby/Thomas

Spacious Country Home w/ Hot Tub, near Colby/Thomas

Sidney
9.8 out of 10, Exceptional, (35)
"Very nice hot tub, quite and beautiful area! Air quality amazing and AC works fantasticly!"
United States
Nathan
The price is AU$655
includes taxes & fees
28 Dec - 29 Dec
Spacious Country Home w/ Hot Tub, near Colby/Thomas
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 AU$320
includes taxes & fees
11 Dec - 12 Dec
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 AU$492
includes taxes & fees
14 Dec - 15 Dec
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 AU$348
includes taxes & fees
16 Dec - 17 Dec
Sister A-Frame in Woods B
Living area
The heart of the Belgrade Lakes

The heart of the Belgrade Lakes

Oakland
9.0 out of 10, Wonderful, (9)
"Host was very accommodating "
United States
Maureen
The price is AU$292
includes taxes & fees
12 Dec - 13 Dec
The heart of the Belgrade Lakes
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 AU$367
includes taxes & fees
5 Jan - 6 Jan 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 AU$591
includes taxes & fees
16 Dec - 17 Dec
Cozy winter farmhouse with wood stove & jacuzzi tub near snow trails
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)
"Great location and excellent accommodations. Just what we needed for this quick stay. We would definitely stay here again!"
United States
J K.
The price is AU$361
includes taxes & fees
21 Dec - 22 Dec
Two bedroom Mid Century Modern apartment in Downtown Hallowell
Outdoor dining
Ice Fishing, Dog Friendly, Lake Great Pond

Ice Fishing, Dog Friendly, Lake Great Pond

Belgrade
10.0 out of 10, Exceptional, (48)
"Great place for us to get in 2 days of golf and 2 days of fishing. House was clean and communication with host prior to arrival and during our stay was excellent. "
United States
Thomas B.
The price is AU$488
includes taxes & fees
14 Dec - 15 Dec
Ice Fishing, Dog Friendly, Lake Great Pond
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 AU$342
includes taxes & fees
12 Dec - 13 Dec
Tiny Cabin with Private Hot Tub on 100 Acres Kayaks, Canoes & Paddleboards
Outdoor dining
Minutes to Colby

Minutes to Colby

Waterville
8.8 out of 10, Excellent, (22)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is AU$421
includes taxes & fees
23 Dec - 24 Dec
Minutes to Colby
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 AU$402
includes taxes & fees
22 Dec - 23 Dec
Discover Oakland charm near Colby College 10 min
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 AU$567
includes taxes & fees
20 Dec - 21 Dec
Every window has a spectacular lake view Low fees
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)
"Great views of the from the screened porch! Lots to loons too, a big bonus!"
United States
Randy P.
The price is AU$486
includes taxes & fees
11 Dec - 12 Dec
Cozy Cottage on water's edge of Lake Cobbosseecontee
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 AU$477
includes taxes & fees
12 Dec - 13 Dec
NEW Cozy Cabin located in Oakland tucked away in a peaceful wooded scene.
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.
Cabin Style Studio Apt with Private Hot tub on 100 Acres Kayaks, Canoes & SUP
Terrace/patio
A Family's Paradise: Spacious 3BR/2BA w/ Game Room

A Family's Paradise: Spacious 3BR/2BA w/ Game Room

2.0 star property
Belgrade
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay."
United States
Tyson W.
The price is AU$1,128
includes taxes & fees
11 Dec - 12 Dec
A Family's Paradise: Spacious 3BR/2BA w/ Game Room
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 AU$731
includes taxes & fees
11 Dec - 12 Dec
Lighthouse Lane
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 AU$314
includes taxes & fees
4 Jan - 5 Jan 2026
High End Apartment in Downtown Hallowell
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

Fireside Inn & Suites Waterville

Fireside Inn & Suites Waterville

10/10 Excellent
"Clean, spacious room with comfortable beds. All staff mem bers were friendly, accommodating, professional and courteous. This is a dog friendly hotel so we could bring our black lab with us! When we come back again to the Waterville area this is the place we will stay!"
Elaine 1-night trip
Posted 5 days ago
Fireside Inn & Suites Waterville

Find out more about Sidney

Everything you need to know about Sidney holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sidney holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Sidney holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Sidney holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sidney holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sidney holiday rentals we have selected for you start as low as AU$320 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Sidney rentals

At Expedia, we put the best Sidney holiday 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 Sidney 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 Sidney holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Sidney. 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 holiday rentals in Sidney?

Yes, there are holiday rentals close to the most popular sights in Sidney, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious Country Home w/ Hot Tub, near Colby/Thomas: This highly rated holiday home rental in Sidney is located in a rural location, and has 1 hot tub, a BBQ 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 that you can cook with friends or family. Another good choice for your trip to Sidney is Red Cedar Haven Lakefront Dock Kayaks.

How many holiday rentals are there in Sidney?

With 8 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Thomas College and Waterville Opera House.

What are holiday rentals like in Sidney?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sidney. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family getaway.