
Family-friendly vacation rentals in Sidney
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Sidney

Total vacation rentals
Explore 50 vacation rentals in Sidney

Nightly prices starting at
Sidney vacation rentals start at ﺩ.ﺇ 441 per night before taxes and fees

Verified guest reviews
Over 1,700 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Sidney vacation 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 family-friendly rentals in Sidney
Guests agree: these family-friendly homes 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)

‘Round the Bend Farm - private, modern cabin
Our newly built, modern cabin offers a secluded and relaxing retreat in Union, Maine. With the high ceilings, open floor plan, and many windows, guests are surrounded by natural light and forest views. The cabin has a fully equipped kitchen, a cozy fireplace, and an outdoor grill and fire pit. Walking trails connect the cabin to our farm next door, where you can visit with our horses, donkeys, goats, chickens, and ducks. We are just 25 minutes from the Midcoast's shops, restaurants, and beaches.

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.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

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!

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.

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.

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.

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.
Popular amenities for Sidney family-friendly rentals
Family-friendly home rentals with a hot tub

Lakefront: Private Hot Tub, Sauna & Free Massages!

A comforting sweet off grid cabin near the beach!

Maybelle the Tiny Cabin on 100 acres

Tiny house in the Birch Grove with private HOT TUB

SNOW SWEET, A Yurt for All Seasons

Cozy Rock Cabin #thewaylifeshouldbe

Solar Powered Bus in Forest | Hot Tub + Wellness

Tumbledown Tiny Home w/ Hot Tub
Family- and pet-friendly home rentals

Cute 2-bedroom home in convenient central location

Camp at Shale Creek Homestead

Kate-Ah-Den Cabin, a soul soothing escape.

Peaceful & private waterfront cabin

Little Apple Cabin on 5 acres, amazing stargazing!

epicurean feast with zen like surroundings

Fall Foliage Farmhouse Getaway in Oakland

The heart of the Belgrade lakes
Family-friendly home rentals with a pool

A-frame w/ towering 18ft glass wall & deck - 15

the lake house

Large private area, close to Rockland

Charming Saltwater Farm apartment

Relax in this 3BR “Gem of a Stay” •Pool •Grill

Riverway Cottage

Pool, Dream Home Gym, TV+Desk Each Room, Games

House in the woods
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,337 | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,318 | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,161 | ﺩ.ﺇ 1,274 | ﺩ.ﺇ 1,127 | ﺩ.ﺇ 1,329 | ﺩ.ﺇ 1,392 | ﺩ.ﺇ 1,370 |
| 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 |
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- Popham Beach, Phippsburg
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- Coastal Maine Botanical Gardens
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- Wolfe's Neck Woods State Park
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- Maine Maritime Museum
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