
Holiday rentals in Sidney
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Sidney
Guests agree: these stays are highly rated for location, cleanliness and more.

Sister A-Frame in Woods (A)
Escape to one of our two sister A frames. These cozy cottages are nestled in the Oakland, Maine woods. Close proximity to I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. Boating, fishing and ATV riding close by! The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this a perfect getaway for you and your family. Please note some amenities are seasonal. Check out our other listing!

Loon Lodge
Located on beautiful Damariscotta Lake, "Loon Lodge" is a rustic cabin from another era. Fall asleep to the sound of crickets and frogs and wake every morning to the call of the lake's many loons. The cabin is 30 minutes from Augusta and 15 minutes from Damariscotta. Hiking enthusiasts will enjoy climbing the Camden Hills-a quick 45 minute drive from the lake. You’ll love my place because of the views, the ambiance, the people, and the location. My place is good for couples and solo adventurers.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

The Nest at Camp Skoglund
Sitting 125 feet from the east shore of Echo Lake is the Nest at Camp Skoglund. A cozy cottage for two with all of the amenities you will need. Your deck provides a wooded view of the lake and we offer a fully equipped waterfront for your relaxation and fun on the water. A fire pit is also available. If you need lodging for more than 2, please inquire about our other cabin, Pop's (also on AirBnb). We are open seasonally starting in early June until Columbus Day or later depending on the weather.

Modern Hideaway in Augusta
Centrally located modern guest home in Augusta, access points to Portland, Midcoast Maine, and Bangor. Spacious master bedroom with closet, additional bedroom, both bedrooms with queen size beds. Handicap bathroom equipped with grab rail and also handicap accessible shower with sit down bench. Many brand new amenities. 55 inch TV has Roku with access to Netflix , Disney Plus, and more! Strong WiFi with the ability to work remotely if needed and explore Augusta and surrounding area.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Waterfront Cottage
The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Brook Ridge Retreat
Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Price's Point - Cabin on the water
Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

SkyView Treehouse | Lakefront • Private Hot Tub
Welcome to your dream treehouse escape — tucked among the pines with stunning lake views, a private hot tub, and direct access to Belgrade Stream. Designed for couples, honeymooners, and small families, SkyView Treehouse offers a luxurious retreat in nature. Enjoy starry nights in the hot tub, cozy evenings by the fireplace, and peaceful mornings on your private deck. Rustic charm meets upscale comfort in this unforgettable lakeside getaway.
Popular amenities for Sidney holiday rentals
Other great holiday rentals in Sidney

epicurean feast with zen like surroundings

The Cottage at Red Top - Cozy Lakeside Year-Round

Peaceful home in Central Maine

Duck Lane Cottage | Lakefront w/ Dock & Kayaks

Hummingbird Cottage

Private Dock on Messalonskee Lake: Cozy Cottage!

Maine Cabin on the Water

Classic Maine Lakehouse * 5 Star Views* Boat Dock
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £265 | £280 | £280 | £280 | £186 | £186 | £221 | £224 | £200 | £221 | £173 | £217 |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Sidney?
Sidney has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Sidney?
Experience the best of Sidney with our cabin rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Sidney?
Four-legged friends are welcome in Sidney. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Sidney?
Yes! Work meets play with ease at over 20 vacation rentals in Sidney featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Sidney have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Sidney. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Sidney have a kitchen?
Absolutely! We offer over 20 cabin rentals with a kitchen in Sidney. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Sidney have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Sidney. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sidney have free parking?
Absolutely! We offer over 10 house rentals with free parking in Sidney. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Sidney

Total holiday rentals
Explore 60 holiday rentals in Sidney

Nightly prices starting at
Sidney holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 2,600 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Sidney holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sidney rentals

4.9 Average rating
Sidney stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Québec Holiday rentals
- Lanaudière Holiday rentals
- Pet-friendly rentals Sidney
- Rentals with a patio Sidney
- Cabin rentals Sidney
- Rentals with outdoor seating Sidney
- Rentals with lake access Sidney
- Rentals with a kayak Sidney
- House rentals Sidney
- Waterfront rentals Sidney
- Rentals with a washing machine and dryer Sidney
- Family-friendly rentals Sidney
- Rentals with a fireplace Sidney
- Rentals with a firepit Sidney
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Wolfe's Neck Woods State Park
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Mt. Abram
- Rockland Breakwater Light
- Pineland Farms
- Moose Point State Park
- Reid State Park
- Maine Lighthouse Museum
- Cellardoor Winery
- Camden Hills State Park




