
Holiday houses in Sidney
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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 $118 NZD per night before taxes and fees

Verified guest reviews
Over 2,760 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!
Top-rated holiday rentals in Sidney
Guests agree: these stays are highly rated for location, cleanliness and more.

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)

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!

Home away from home cozy new Apartment in Oakland
Escape to this newly built apartment in Oakland for a relaxing and peaceful getaway. Unwind on the porch while enjoying Maine’s beautiful wildlife, breathtaking sunsets, and star-filled skies. Conveniently located just minutes from Colby College, Thomas College, Snow Pond public beach/boat landing, Bowl in the Pines, and many local restaurants, shops, and outdoor attractions. Perfect for a vacation exploring beautiful Central Maine, visiting family, college visits, or business travel.

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.

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!

"Sweet Sunsets"Spacious 4 b/r Lakefront Home
Relax with the whole family at this peaceful, spacious Lake Messalonskee home. This home is directly on the water with an oversized deck, beautiful landscaped yard w/ firepit & 2 picnic tables as well as a large dock that is perfect for long summer days. Near colleges (Colby, Thomas ), Snow Pond Center for the Arts & town boat launch. Enjoy great mountain bike trails, fall foliage and great hunting. Winter activities-snowmobiling, ice fishing & nearby skiing.

Red Cedar Haven | Lakefront • Dock • Kayaks
Wake up to the mist rising off Messalonskee Lake, coffee in hand, from your private deck at Red Cedar Haven. Spend your days swimming from the private dock, kayaking across sparkling waters, relaxing on the sun-drenched deck, and gathering around the fire pit as the stars appear. Inside, cozy wood interiors and thoughtful touches create a peaceful retreat where you can slow down, reconnect with loved ones, and create memories that will stay with you forever.

Visit Beautiful Home on Snow Pond
Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.

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.

Fall Foliage Farmhouse Getaway in Oakland
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.

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.

Large Water Front Chateau (5 BRs)
Bring the whole family to this great water front home with tons of room for fun. Very large (3,600 sq ft) 5 bedroom lakefront home perfect for families! Extremely unique location/home situated on more than 1 acre and over 200' of private waterfront with all the water toys you can think of! We have board games, water toys, linens, etc...everything you need for an amazing stay.
Popular amenities for Sidney holiday rentals
Other great holiday rentals in Sidney

epicurean feast with zen like surroundings

Ultra Spacious and Hosts are Gracious

Enjoy a gorgeous sunset steps away from Great Pond

600ft of Sandy Waterfront. Hot Tub, Sauna, Tennis.

Country Charm, City Convenience

4 Bedroom House with Chef's Kitchen on Main Street

Lounging Loon

Dragonfly Haven at ThreeMile Pond
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $390 NZD | $390 NZD | $390 NZD | $390 NZD | $412 NZD | $504 NZD | $498 NZD | $504 NZD | $451 NZD | $499 NZD | $390 NZD | $489 NZD |
| 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 cottage rentals in Sidney?
Experience the best of Sidney with our cottage rentals, starting at about $140 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 cabin rentals in Sidney have a kitchen?
Absolutely! We offer over 20 cabin 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 cabin rentals in Sidney have free parking?
Absolutely! We offer over 20 cabin rentals with free parking in Sidney. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Bar Harbor Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
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- Popham Beach, Phippsburg
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Maine Maritime Museum
- Rockland Breakwater Light
- Bradbury Mountain State Park
- Reid State Park
- Camden Hills State Park
- Farnsworth Art Museum
- Mt. Abram
- Maine Lighthouse Museum
- Cellardoor Winery
- Moose Point State Park
- Pineland Farms
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area





