
Family-friendly vacation rentals in Sidney
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Sidney
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Off-Grid Escape. 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- excellent 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!

The Washington Suite on u-pick blueberry farm.
This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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.

Nebi—Private Yacht on Scenic Damariscotta River
With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

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.

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.

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.

Island Tent Overlook in Maine
Loon Point is a front-row seat to one of Maine’s most iconic performances. Perched above Annabessacook Lake with sweeping 270-degree views, this island tent overlook is serenaded daily by loons — calling across the water at dawn, echoing at dusk, and occasionally laughing you to sleep. It’s a stay shaped by their rhythms, where mornings begin with mist and music and evenings end with the lake settling into quiet loon conversation.

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

Maybelle the Tiny Cabin on 100 acres

Cozy, Efficiency Apartment with Hot Tub

Boutique Downtown Hallowell Apt with River Views

A comforting sweet off grid cabin near the beach!

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Cozy Cabin with Modern Amenities. Pet Friendly!

Raven's Crossing - Retreat Cottage

Lakefront: Private Hot Tub, Sauna & Free Massages!
Family- and pet-friendly home rentals

Timeless Tides Cottage

Maplenook Tiny Cabin - A Cozy Woodland Oasis

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

Hobb’s House - Year Round Log Cabin on the Water

Simple Boothbay Log Cabin on Water

"The Lair" Guesthouse

Peaceful Getaway at The Ledges

Lakefront home w/Dock & Fire Pit + Pet Friendly
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

Cozy Riverside Cottage

House in the woods

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Peaceful, Spacious Lodge with Golf & Sunset Views

Poolside Suite-Gateway to Portland

Loft Apartment on Tree-Lined Street in Falmouth

Relax in this 3BR “Gem of a Stay” •Pool •Grill
When is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$76,126 GYD | G$79,263 GYD | G$75,080 GYD | G$79,263 GYD | G$60,650 GYD | G$61,905 GYD | G$66,087 GYD | G$72,571 GYD | G$64,205 GYD | G$75,708 GYD | G$79,263 GYD | G$78,008 GYD |
| 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 |
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 G$23,005 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 20 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!
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Island of Montreal Vacation rentals
- Capital District, New York Vacation rentals
- Quebec City Area Vacation rentals
- Laurentides Vacation rentals
- Laval Vacation rentals
- Mont-Tremblant Vacation rentals
- Québec Vacation rentals
- Rentals with a patio Sidney
- Pet-friendly rentals Sidney
- Waterfront rentals Sidney
- Rentals with lake access Sidney
- Cabin rentals Sidney
- Rentals with a fire pit Sidney
- House rentals Sidney
- Rentals with a washer and dryer Sidney
- Rentals with outdoor seating Sidney
- Rentals with a fireplace Sidney
- Rentals with a kayak Sidney
- Family-friendly rentals Kennebec County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Popham Beach, Phippsburg
- Pemaquid Beach
- Popham Beach State Park
- Pemaquid Point Lighthouse
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Mt. Abram
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Pineland Farms
- Belgrade Lakes Golf Club
- Black Mountain of Maine
- Reid State Park
- Lost Valley Ski Area
- Range Ponds State Park





