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

Total holiday rentals
Explore 50 holiday rentals in Sidney

Nightly prices starting at
Sidney holiday rentals start at $160 AUD per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 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 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)

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

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!

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.

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.

Island Tree House: Lake Front, Kayaks, & Fire Pit
The Oaktagon Tree House is what happens when you decide to live with the forest instead of just visiting it. Built around a living red oak (her name is Annie), this octagonal tree house invites you up into the canopy, where birds provide the soundtrack and the lake glimmers below. Perched on a 14-acre island just a half-mile from shore, it’s a place to slow down, look outward through leaves and branches, and remember what it feels like to be held by trees.

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.

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.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

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

LuxuryTreehouse w/ Hot Tub Near Sunday River

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Maybelle the Tiny Cabin on 100 acres

Hallowell Hilltop Home

Field of Dreams Tiny Home

Cozy, Efficiency Apartment with Hot Tub

Boutique Downtown Hallowell Apt with River Views

Secluded Retreat w/ Luxe Hot Tub & Forest Views
Family- and pet-friendly home rentals

Cozy Waterfront Cottage

Lake-House on water, East Lake, Near Waterville

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Rustic Family Cabin on China Lake

Cute 2-bedroom home in convenient central location

Little Apple Cabin on 5 acres, amazing stargazing!

Simple Boothbay Log Cabin on Water

Yurt on Chebeague Island
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

A+ View Relax Hike & Fish * w/SpaTub/Sauna

A Riot of Color at an Artist's Retreat on the Portland Line

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Steep Falls Escape, river & falls just steps away

Luxury Retreat In Back Cove | 10 Min to Downtown

Loft Apartment on Tree-Lined Street in Falmouth
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $528 AUD | $550 AUD | $521 AUD | $550 AUD | $421 AUD | $429 AUD | $458 AUD | $503 AUD | $445 AUD | $525 AUD | $550 AUD | $541 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 |
Destinations to explore
- Pet-friendly rentals Sidney
- Rentals with a fireplace Sidney
- Rentals with outdoor seating Sidney
- Rentals with a patio Sidney
- Cabin rentals Sidney
- Waterfront rentals Sidney
- Rentals with lake access Sidney
- House rentals Sidney
- Rentals with a kayak Sidney
- Rentals with a washing machine and dryer Sidney
- Rentals with a fire pit Sidney
- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- 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
- Farnsworth Art Museum
- Bradbury Mountain State Park
- Mt. Abram
- Camden Hills State Park
- Cellardoor Winery
- 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





