Holiday houses 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.

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Top Guest favourite
The modern A-Frame cabin is nestled among vibrant trees, featuring large glass windows that illuminate the interior with a warm glow. A welcoming deck extends from the entrance, inviting guests to enjoy the surrounding forest ambiance.
Cabin in Chesterville
4.99 out of 5 average rating, 190 reviews

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)

Top Guest favourite
A view of a spacious outdoor area from inside the guesthouse is highlighted. The scene includes a manicured lawn leading to the tranquil lake, with several seating options visible and trees providing a natural backdrop.
Home in Oakland
4.99 out of 5 average rating, 84 reviews

Lakefront 3 bedroom pet friendly on Messalonski

Make memories of a lifetime at this unique and cozy family-pet-friendly private lakefront on Messalonskee. Beautifully manicured lawn/gardens with a fire pit surrounded by the peaceful sounds of nature. A large dock to take in the spectacular views of bald eagles, loons, and blue herons. Owners boat is attached for occasional boat rides. This guesthouse is newly built with a covered porch overlooking the serene lake. Comes w/3 kayaks, 2 paddle boards, a paddle boat, life jackets, and a canoe

Guest favourite
Tiny home in Oakland
5 out of 5 average rating, 13 reviews

The Little Pinecone

Unique, comfortable, clean, and close to all amenities while providing a Maine experience. This brand new tiny log home may only be 400 s/f, but it has it all! Enjoy a full kitchen, comfortable furnishings, covered deck with seating and outdoor games, a fire pit for two, and a fun loft. Spend a quiet, cozy day in or explore the lakes region. 5 minutes to Waterville, Colby & Thomas Colleges, and I-95. 15 minutes to Augusta & Maine General Hospital. *Please read other details before booking*

Top Guest favourite
A charming A-frame cabin is set amidst the lush greenery of the woods. The natural wooden exterior complements the surroundings, while two teal chairs invite guests to relax. A gravel pathway leads to the entrance, framed by large stones and trees casting gentle shadows.
Cabin in Oakland
4.98 out of 5 average rating, 134 reviews

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. Check out our other listings managed by Hall’s Homes RE online!

Top Guest favourite
The exterior of a vibrant orange building is shown, featuring a covered porch with a welcome sign. Lush greenery and flowering plants surround the entrance, while a pebbled pathway leads to the door, creating an inviting approach to the accommodation.
Apartment in Washington
4.99 out of 5 average rating, 103 reviews

The Adams Suite on U-pick Blueberry Farm

Our one-hundred acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, village church, library, and town offices are located. Beautiful Washington Pond boat landing is only 4/10 of a mile away. Easy commute East (30 minutes) to the coast and must see towns of Rockland, Rockport and Camden or West (30 minutes) to our capitol Augusta. One hour and forty minutes to Bar Harbor and Acadia National Park.

Top Guest favourite
A spacious wooden deck features an open, slatted pergola, providing a shaded area for relaxation. The serene river landscape is visible, reflecting surrounding greenery and distant trees. Comfortable seating is positioned to invite views of the water and nature.
Apartment in Hallowell
5 out of 5 average rating, 91 reviews

Spacious Downtown Hallowell River View Apartment

★ Spacious 1,600 Sq Ft ★ Downtown view on one side, River View on the other ★ King Bed, Queen Beds, and two high quality folding beds ★ Washer and Dryer ★ Private entrance on both river side and and downtown side ★ Private parking behind building ★ Wi-Fi High Speed Fiber Optic ★ 65" Roku TV ★ Close to the beautiful Vaughn Woods and Rail Trail ★ 5 minutes to Augusta ★ Centrally located and 1 hour to the coastal towns of Belfast, Camden, Rockland, or Portland Happy humans are welcome!

Guest favourite
A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.
Dome in Buckfield
4.84 out of 5 average rating, 258 reviews

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Guest favourite
A serene outdoor area is framed by lush greenery and trees, showcasing vibrant orange flowers in the foreground. A meandering stone path leads towards a gathering area in the distance, partially visible through the foliage.
Home in Sidney
4.87 out of 5 average rating, 112 reviews

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.

Top Guest favourite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5 out of 5 average rating, 111 reviews

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.

Guest favourite
A relaxing hot tub is positioned on a wooden deck surrounded by trees, overlooking the serene landscape. A person sits at the edge, holding a glass, with soft sunlight filtering through the foliage, creating a peaceful atmosphere.
Treehouse in Belgrade
5 out of 5 average rating, 132 reviews

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.

Top Guest favourite
A contemporary yurt is nestled among snow-dusted trees, surrounded by a blanket of white snow. A spacious deck extends from the yurt, providing access to the inviting living space. The serene winter landscape and trees enhance the retreat's secluded charm.
Yurt in Appleton
4.95 out of 5 average rating, 369 reviews

SNOW SWEET, A Yurt for All Seasons

Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Top Guest favourite
Guest suite in Oakland
4.98 out of 5 average rating, 256 reviews

Cozy Studio Flat, Belgrade Lakes Region

Kick back and relax in this calm, stylish, newly renovated second floor space over the garage. Enjoy four seasons in the Belgrade Lakes region of Central Maine. Hunting, fishing, hiking, biking, skiing, and snowmobiling, to name a few of the many activities available. We are 2 miles from Oakland Waterfront Park on Messalonskee Lake and just over an hour drive from both beaches and ski resorts.

Popular amenities for Sidney holiday rentals

When is the best time to visit Sidney?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$323 AUD$323 AUD$323 AUD$524 AUD$347 AUD$349 AUD$413 AUD$418 AUD$374 AUD$414 AUD$323 AUD$406 AUD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°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 house rentals in Sidney?

    Experience the best of Sidney with our house rentals, starting at about $100 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 cottage rentals in Sidney have a kitchen?

    Absolutely! We offer over 10 cottage rentals with a kitchen in Sidney. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Sidney have wifi?

    Absolutely! We offer over 20 house 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 20 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 70 holiday rentals in Sidney

  • Nightly prices starting at

    Sidney holiday rentals start at $84 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Sidney holiday rentals include Wi-Fi 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!

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