Holiday houses in Sidney

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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
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, 85 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

Top Guest favourite
The exterior of the A-frame cabin is showcased, featuring a combination of wooden siding and a metal roof. A single window is visible, allowing natural light to enter. Surrounding trees are partly visible, indicating a serene wooded setting.
Cabin in Oakland
4.98 out of 5 average rating, 135 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
An expansive wooden deck leads to a serene lakeside view. Tall trees frame the water, where a tire swing is visible hanging from a branch. The calm surface of the lake reflects the greenery and bright sky.
Tiny home in Belgrade
4.99 out of 5 average rating, 79 reviews

epicurean feast with zen like surroundings

My sister and i will welcome you to our guest cottage on a quiet lake in Belgrade. We are including a dropped off gourmet breakfast-you pick the time, between 7:30 and 9:00. We include waterfront access as well as use of a kayak. We are located on a beautiful lake in the middle of the woods. Peaceful and absolulely quiet. We will practice extreme sanitation as well as social distancing. One well behaved dog is welcome as long as they are not left alone in the cottage- dog bed supplied.

Top Guest favourite
An outdoor soaking tub with a white finish is positioned near the water's edge, surrounded by a gravel area. String lights hang overhead, providing soft illumination. A serene view of the lake is visible, framed by lush trees, as evening twilight casts a calming atmosphere.
Cottage in Sidney
4.92 out of 5 average rating, 155 reviews

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!

Guest favourite
A serene outdoor space features a gently sloping pathway leading to a seating area surrounded by verdant trees. A hammock is nestled between two trees, inviting relaxation, while a firepit setup with chairs is positioned nearby, creating an ideal spot for gatherings.
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.

Guest favourite
Home in Hallowell
4.95 out of 5 average rating, 230 reviews

Hallowell Hilltop Home

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.

Top Guest favourite
Farm stay in Oakland
5 out of 5 average rating, 17 reviews

Cozy Maine Farm Retreat w/pool & dog friendly

Offering 3 Bedrooms, 2+ bathrooms, fully stocked kitchen, pool and fire pit — your Belgrade Lakes farmhouse getaway just an easy 15 minutes to Waterville and Colby College. Enjoy sunny afternoons by the pool, boating or kayaking is just a short 5-minute drive to Messalonskee Lake. Relax in the evenings around the fire pit. Fully stocked kitchen, peaceful country setting, and the perfect mix of comfort and convenience. Summer dates fill quickly — book early!

Guest favourite
Guesthouse in Belgrade
5 out of 5 average rating, 14 reviews

The Belgrade Bungalows

Welcome to our peaceful farmhouse nestled on 10 private acres. Part of a triplex—owners live on-site and are happy to help. Close to the lakes, trails, golf, and snowmobiling. Only 15 mins to Augusta, you’ll find restaurants, shops, and quick access to I-95. Portland and Bangor are just over an hour away. Enjoy a smart TV, A/C, propane heat, coffee bar, washer/dryer, and all toiletries provided. A cozy, year-round escape in the heart of Belgrade Lakes.

Top Guest favourite
Cabin in Augusta
5 out of 5 average rating, 114 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.

Top Guest favourite
A striking treehouse structure is nestled among tall trees, featuring a wooden exterior with expansive windows. The elevated design allows for a spacious deck surrounding the home, providing a natural and inviting appeal. The surrounding landscape is lush with greenery and forested pathways.
Treehouse in Belgrade
5 out of 5 average rating, 133 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 private therapeutic hot tub is situated on a spacious deck, surrounded by lush trees and a serene natural landscape. Nearby, a gas grill is positioned for outdoor cooking, complementing the tranquil ambiance of the outdoor space.
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, 258 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?

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Avg. price$329 AUD$329 AUD$329 AUD$534 AUD$353 AUD$355 AUD$420 AUD$426 AUD$380 AUD$422 AUD$329 AUD$413 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 house rentals in Sidney?

    Sidney has more than 10 family-friendly house rentals. 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 house rentals in Sidney?

    Four-legged friends are welcome in Sidney. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Sidney?

    Yes! Work meets play with ease at over 10 house rentals in Sidney featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cabin rentals in Sidney have air conditioning?

    Absolutely! We offer over 20 cabin 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 cabin rentals in Sidney have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Sidney. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Sidney have free parking?

    Absolutely! We offer over 10 cottage 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 $85 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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