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 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
4.97 out of 5 average rating, 113 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. Please note some amenities are seasonal. Check out our other listing!

Top Guest favourite
A circle of white Adirondack chairs is arranged around a fire pit on a manicured lawn. Tall trees provide shade, and a serene lake is visible in the background, reflecting the soft light of the evening. The scene conveys a peaceful outdoor gathering space.
Home in Oakland
5 out of 5 average rating, 74 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 bedroom features a spacious bed with a textured white coverlet and colorful pillows. Natural light enters through two windows with shades drawn half-open. A wooden rocking chair and a wicker basket add to the room's charm, alongside a white cabinet and framed wall art.
Apartment in Augusta
4.89 out of 5 average rating, 44 reviews

Historic 1843 Augusta Home - Cozy Charm in Capital

Escape to our historic home in Augusta, Maine’s capital! This apartment blends timeless elegance (you will never want to stop staring at the beautiful tin ceilings!) with modern comfort. So cozy in the wintertime! Extra blankets, well-stocked kitchen, hot cocoa, board games, and trail maps included. Perfect peaceful retreat, remote work spot, or short drive to local hospitals for healthcare travelers. Walk to restaurants/cafes; near Kennebec River & Viles Arboretum trails. Long stays welcome!

Top Guest favourite
The open-concept living area features a comfortable couch and a recliner, complemented by a dining table and modern kitchen appliances. Natural light enters through the windows, illuminating the space that is adorned with neutral tones and wood flooring.
Cottage in Augusta
5 out of 5 average rating, 112 reviews

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.

Top Guest favourite
The studio apartment features warm wood flooring and a bright, airy atmosphere. A spacious bed with patterned bedding is visible, along with a dining table and chairs. A kitchenette area is equipped with appliances, and artwork adorns the walls, adding character to the room.
Guest suite in Hallowell
4.99 out of 5 average rating, 103 reviews

Welcome to the Brown House! Hallowell studio

Enjoy Hallowell and Central Maine while staying at our studio apartment. An easy walk to downtown Hallowell to shops, restaurants , and pubs. Take a walk on the Kennebec Rail Trail . A 15 minute drive to visit Maine Cabin Masters. Hour drive to Boothbay Harbor, Rockland, or Belfast. Studio is located above owners garage : separate entrance and off street parking. Included: linens, towels, TV, WiFi, single Keurig, microwave, toaster, college size dorm fridge, small cooler

Top Guest favourite
A spacious living area is presented, featuring a light wood dining table with chairs, a comfortable sofa, and a workspace with a desk and chair. Large windows offer views of the surrounding fields, while a kitchen with modern appliances is visible in the background.
Apartment in Palermo
4.98 out of 5 average rating, 108 reviews

One bedroom apartment in rural Waldo County, Maine

A peaceful and scenic setting amidst hay fields in Palermo, ME, a rural location in Waldo County. Central and Mid-coast Maine travel distances (mi.): Waterville: 20; Rockland: 34; Augusta: 24; Belfast:26. The building's lower apartment is dedicated to Airbnb guests. Notes: Smoking is not permitted anywhere on the premises! Evening restaurant options are available only in the locations listed above. There are six entrance steps. Please provide advance notice regarding pet(s)!

Guest favourite
A spacious living room features a large sectional sofa adorned with colorful cushions. A decorative area rug rests on hardwood flooring, complementing the light walls and artwork. A lamp emits soft light beside the sofa, while a potted plant adds a touch of greenery.
Home in Waterville
4.86 out of 5 average rating, 220 reviews

Cozy House in Waterville

Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

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 spacious bedroom features a large bed with crisp white linens and soft blue accents. A comfortable gray sofa is situated near a window with wooden blinds. A piece of artwork adds a decorative touch, and warm wood flooring contrasts with the light walls.
Guesthouse in Belgrade
5 out of 5 average rating, 11 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.

Superhost
A newly renovated studio apartment is furnished with a spacious bed, a black sofa, and a small dining table. Modern kitchen appliances, including a refrigerator and stove, are visible. Natural light fills the room through a window, complemented by soft lighting from table lamps.
Apartment in Augusta
4.9 out of 5 average rating, 101 reviews

Downtown Augusta Studio - Newly Renovated #3

Located at the heart of downtown Augusta, this newly renovated studio apartment is a wonderful choice when visiting Augusta Maine! The apartment comes fully furnished with brand new furniture, supplies and bedding! The apartment has keyless entry via a keypad with each guests receiving a unique pin. There is parking and free laundry available on site. Enjoy a stylish experience at this centrally-located place.

Top Guest favourite
A spacious two-story home is showcased amidst a snowy landscape. Snow covers the roof and ground, while evergreen trees flank the entrance. Festive decorations accent the front door, and a gentle snowfall creates a serene atmosphere on the property.
Guest suite in Oakland
4.99 out of 5 average rating, 242 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.

Guest favourite
A tranquil lakeside view showcases the calm waters of Great Pond, framed by lush trees. A private dock extends into the lake, and a grassy yard features seating options, including a picnic table. A yellow inflatable float is visible on the water in the distance.
Cottage in Belgrade
4.97 out of 5 average rating, 123 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes

The Pinkhams Cove Lakeside Cottage on Great Pond (Golden Pond, Belgrade Lakes) is bright and welcoming inside. A beautiful interior and an inviting outdoor space with a private sandy beach makes this the perfect place for family and friends to make Maine memories. This location is wonderful to enjoy all of Maine’s seasons.

Popular amenities for Sidney holiday rentals

When is the best time to visit Sidney?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$501 AUD$529 AUD$529 AUD$529 AUD$351 AUD$352 AUD$417 AUD$422 AUD$377 AUD$418 AUD$327 AUD$410 AUD
Avg. temp-6°C-5°C0°C6°C12°C17°C21°C20°C16°C9°C3°C-2°C

Frequently Asked Questions

  • 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.

  • 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.

  • Do house rentals in Sidney have wifi?

    Absolutely! We offer over 10 house rentals with wifi 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.

  • How much does it cost to stay in cottage rentals in Sidney?

    Experience the best of Sidney with our cottage 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.

  • Do cottage rentals in Sidney have air conditioning?

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

  • What are the most popular amenities for Cabin Rentals in Sidney?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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 $84 AUD 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 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

    60 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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