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Sidney Holiday Rentals

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Our top choices for Sidney holiday rentals

1. Country Retreat | Hot Tub • Near Colby & Thomas

Country Retreat | Hot Tub • Near Colby & Thomas
Sidney
9.6 out of 10, Exceptional, (46 reviews)
"Great place to have a small family reunion!"
United States
Nancy M.
Country Retreat | Hot Tub • Near Colby & Thomas

2. Cozy House in the heart of Waterville Maine.

Cozy House in the heart of Waterville Maine.
Waterville
9.6 out of 10, Exceptional, (63 reviews)
"Less than 5 minutes to Colby. We were there for a camp. AC in both bedrooms. Nice artwork and decor."
United States
Leslie G.
The price is NZ$443
includes taxes & fees
5 Nov - 6 Nov
Cozy House in the heart of Waterville Maine.

3. 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 NZ$409
includes taxes & fees
2 Nov - 3 Nov
Sister A-Frame in Woods B

4. 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 NZ$441
includes taxes & fees
14 Oct - 15 Oct
Central Maine Apartment offering 4 Seasons of Fun.

5. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (19 reviews)
"Great communication. The location was excellent for a few day trips. Very clean and well maintained. Would definitely stay here again if in the area."
United States
Patricia
The price is NZ$401
includes taxes & fees
7 Oct - 8 Oct
Discover Oakland charm near Colby College 10 min

6. 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 NZ$415
includes taxes & fees
7 Oct - 8 Oct
The heart of the Belgrade Lakes

7. 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, (17 reviews)
"Kathleen was a wonderful host. My family and I found the property welcoming and relaxing. Great place to stay if you are looking for a laid back atmosphere and peaceful time in the country."
United States
Jared
The price is NZ$575
includes taxes & fees
11 Oct - 12 Oct
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

8. 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, (94 reviews)
"We keep coming back!!! The location is perfect! Walk to everything, eating, walking and watching sturgeonsThe apartment is so welcoming. Coffee options, bottled water…Looking forward to our next stay :)"
United States
Eileen S.
The price is NZ$417
includes taxes & fees
1 Nov - 2 Nov
Two bedroom Mid Century Modern apartment in Downtown Hallowell

9. Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (26 reviews)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is NZ$441
includes taxes & fees
19 Oct - 20 Oct
Minutes to Colby

10. 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 NZ$306
includes taxes & fees
18 Oct - 19 Oct
Charming cabin in the birches right on the atv trail!

11. Family's Paradise: 3BR/2BA,Game Room & Lake Access

Family's Paradise: 3BR/2BA,Game Room & Lake Access
Belgrade
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay."
United States
Tyson W.
The price is NZ$1,592
includes taxes & fees
26 Oct - 27 Oct
Family's Paradise: 3BR/2BA,Game Room & Lake Access

12. 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 NZ$291
includes taxes & fees
12 Oct - 13 Oct
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

13. Perfectly Located 1 Bedroom, newly remodeled

Perfectly Located 1 Bedroom, newly remodeled
Augusta
10.0 out of 10, Exceptional, (6 reviews)
"The area is so convenient for any business you have in the Augusta area- right off the main thoroughfare yet far enough away to be private. Check in was as simple as getting the lock code from vrbo check in emails. The apartment is even more lovely than the pictures- almost too clean and comfortable to be real! Bedtime was silent so I got a great night sleep. I only wish we would have had more time to enjoy :) Highly recommend!! "
United States
w c.
The price is NZ$487
includes taxes & fees
19 Oct - 20 Oct
Perfectly Located 1 Bedroom, newly remodeled

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

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
9.8 out of 10, Exceptional, (6 reviews)
"Everything was so clean and nice!! Beautiful spot! Had everything we needed for our stay! Host was responsive to questions. Would come again for sure!!!"
United States
Hannah
The price is NZ$238
includes taxes & fees
18 Oct - 19 Oct
Fabulous 3-bedroom RV with direct access to the Sebasticook River!

15. River View Retreat, Hot Tub, Balcony, Kayaks & Bikes

River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
Hallowell
10.0 out of 10, Exceptional, (2 reviews)
"Great place and great host. Right in the water and close to New York and Canada"
United States
Anthony R.
The price is NZ$323
includes taxes & fees
12 Oct - 13 Oct
River View Retreat, Hot Tub, Balcony, Kayaks & Bikes

16. 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 NZ$292
includes taxes & fees
31 Oct - 1 Nov
Whitsendsport unit 4 1 bedroom & queen pull out couch on 50 acres Smithfield

17. Glamping in the Lake - Ovah to Camp!

Glamping in the Lake - Ovah to Camp!
Manchester
The price is NZ$396
includes taxes & fees
10 Oct - 11 Oct
Glamping in the Lake - Ovah to Camp!

18. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Winthrop
9.0 out of 10, Wonderful, (4 reviews)
"Very nice property, great location, nice decor, pet friendly, and good kitchen area."
United States
Laura M.
The price is NZ$555
includes taxes & fees
2 Nov - 3 Nov
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

19. Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.8 out of 10, Exceptional, (9 reviews)
"The property was lovely, and the host was wonderful!"
United States
Treseanne A.
The price is NZ$329
includes taxes & fees
1 Nov - 2 Nov
Cozy cottage in the Winthrop Lakes Area

20. Elizabeth Cottage

Elizabeth Cottage
Mount Vernon
The price is NZ$772
includes taxes & fees
7 Oct - 8 Oct
Elizabeth Cottage
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

Find out more about Sidney

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Sidney holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Sidney. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Sidney. Seeing all the best attractions is bound to make you fall in love with Sidney. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Sidney short-term rentals, that won’t be hard to do.

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?

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

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 Messalonskee Lake and Thomas College.

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.