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
Cabin in Chesterville
4.99 out of 5 average rating, 193 reviews

Off-Grid Cabin with 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- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Superhost
A wooden dock extends into calm waters, featuring two Adirondack chairs positioned at the end. Surrounding hills can be seen in the distance under a clear blue sky, creating a serene lakeside atmosphere.
Home in Vassalboro
4.88 out of 5 average rating, 8 reviews

Cozy Waterfront Cottage

Welcome to your lakeside escape! This cottage is the perfect retreat if you are looking to slow down, reconnect, and soak in the simple joys of Maine life. Wake up to peaceful mornings on the water, spend your days swimming or kayaking. End with sunsets and s’mores by the fire. Whether you're reading on the deck, gazing under the stars, or listening to the loons, this is your place to unwind. We have hot water and air conditioning for those hot days too! 🌲 Unplug. Exhale. Stay a while.

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, 137 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 guest cottage features a warm yellow exterior complemented by green trim. A small porch with a green chair invites relaxation amidst the surrounding trees and fallen leaves. The structure showcases a single door with a window, offering a glimpse of the peaceful wooded environment.
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
A cozy living area features exposed brick walls complemented by wooden beams. Two comfortable chairs are positioned around a tufted ottoman, creating an inviting seating arrangement. Natural light floods in from large windows that offer views of the outdoor space and surrounding scenery.
Apartment in Hallowell
5 out of 5 average rating, 93 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!

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 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
An outdoor dining area is featured with a sturdy table and chairs, shaded by a large umbrella. A grill is positioned nearby, with an expansive view of lush green hills and a clear blue sky stretching into the distance.
Home in Freedom
4.98 out of 5 average rating, 43 reviews

Halcyon Ridge

Halcyon Ridge is owned by Lynn & Chuck Hadyniak, who live nearby. Lynn & Chuck moved out of New Jersey years ago to get away from the hustle & bustle, & raise a family in peace. They love Freedom for its quiet & natural beauty, & would love to host people at Halcyon Ridge who also want to escape the noise. Stargazers will be delighted: low humidity, expansive view of the southeastern sky, & next to no light pollution, make for wonderful viewing. Rest. Relax. Recharge.

Top Guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 442 reviews

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 does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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

Peaceful retreat in Oakland Maine minutes to lake

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
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, 134 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.

Popular amenities for Sidney holiday rentals

When is the best time to visit Sidney?

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Avg. price$331 AUD$331 AUD$331 AUD$536 AUD$355 AUD$357 AUD$422 AUD$428 AUD$382 AUD$424 AUD$331 AUD$415 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 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 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 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 $86 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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