
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.

2 Acre Waterfront w/Canoes & Kayaks, Game Room
Relax at this beautiful retreat situated on 250 feet of private waterfront on Cobbossee Stream(don't let the word "stream" fool you as it's a wide & gorgeous body of water). Home has 2 bedrooms, 1.5 bathrooms, and sleeps 6 guests. Quiet, private property with limited view of any neighbors,. Enjoy the views sitting on the huge deck, or by either of the 2 fire pits. 3 kayaks & 2 canoes here for miles of exploring, including gorgeous Pleasant Pond. Wildlife galore, including bald eagles & loons!
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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
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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.
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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!
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Tiny home on wheels
Experience the charm of camping right in the front yard with this one-of-a-kind tiny home on wheels! Recently built, it features high ceilings, a full-size kitchen, a spacious shower, washer and dryer, a king-size bed, a full-size pullout sofa, and a dining table giving you the comfort and feel of a much larger home. Stay cool with summer AC or unwind by the outdoor fireplace for a cozy evening. Spend your days exploring endless recreational activities, China Lake is just 3 minutes away.
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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.
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Super cute waterfront cottage
Beautiful four-season waterfront cottage located on the outskirts of Augusta. The main living space has a full kitchen, living room/dining space, bathroom with laundry, and bedroom (queen bed). The walk-out basement, with its own bathroom, offers a cabin-style space to lounge in or as a second bedroom. Or stay outside and enjoy the water views from the second-story deck or ground-level fire pit. Either spot is an amazing place to enjoy the night sky and listen to the loons and eagles!
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Modern Cabin on Crie Hill
Unwind at this secluded hillside hideaway. Perched above the valley with sweeping ridge views, this newly built cabin blends comfort with privacy. Begin your day soaking in the outdoor tub as morning mist drifts up from the valley below, or gather around the granite fire pit in the evening while grilling under the open sky. Designed with sustainability in mind, the retreat runs on solar power backed by a quiet propane generator to ensure a worry-free stay even on cloudy days.
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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!
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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.
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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.
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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!
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Popular amenities for Sidney holiday rentals
Other great holiday rentals in Sidney

Picturesque Lakefront Retreat in Belgrade Lakes
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Modern Tiny Cabin Near Belgrade Lakes
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Lakefront Escape | Private Dock, Kayaks & Fire Pit
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Waterfront Cottage on Lake with Boathouse/Gameroom
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Family's Paradise: 3BR/2BA,Game Room & Lake Access
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1BR Lakefront | Dog Friendly | Dock | Kayaks
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Moon Country - Rustic Camp Sustainable Getaway
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Downtown Augusta - 1 Bedroom Loft
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When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 AUD | $331 AUD | $331 AUD | $536 AUD | $355 AUD | $356 AUD | $422 AUD | $427 AUD | $382 AUD | $423 AUD | $331 AUD | $415 AUD |
| 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 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 $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!
Destinations to explore
- Rentals with a fire pit Sidney
- Pet-friendly rentals Sidney
- Rentals with a washing machine and dryer Sidney
- Rentals with outdoor seating Sidney
- Family-friendly rentals Sidney
- Rentals with a patio Sidney
- Rentals with lake access Sidney
- House rentals Sidney
- Rentals with a fireplace Sidney
- Cabin rentals Sidney
- Rentals with a kayak Sidney
- Waterfront rentals Sidney
- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Mt. Abram
- Cellardoor Winery
- Camden Hills State Park
- Maine Lighthouse Museum
- Moose Point State Park
- Reid State Park
- Pineland Farms
- Belgrade Lakes Golf Club
- Black Mountain of Maine
- Lost Valley Ski Area
- Range Ponds State Park





