
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 $169 AUD per night before taxes and fees

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

Pet-friendly accommodation
Find 30 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, Wi-Fi 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)
FamilyKitchenAccuracy
5.0 out of 5 average rating, 212 reviews
Lakefront: Private Hot Tub, Sauna & Free Massages!
Make memories at our updated, 2500 sq. ft., lakefront home. Use our kayaks, canoes & peddle boats for the family! Great fishing - 648 acre lake. We offer many outside games, range of indoor games & arcade systems. Amazing 4-seasons room with outdoor dining setup viewing the lake. Enjoy our new hot tub, and grilling deck right outside master bedroom. Lavish soaking tub in master bath. Only 4 minutes to golf, 10 minutes to capital city, Augusta, and 45 minutes to skiing as well as Atlantic Ocean!
KitchenFamilyBiking
4.96 out of 5 average rating, 234 reviews
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!
FamilyIndoor spacesCheckout
4.98 out of 5 average rating, 148 reviews
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.
KitchenFamilyQuiet
5.0 out of 5 average rating, 112 reviews
Webber Pond Cabin LLC
Unwind watching the eagles soar and listening to the loons call or fishing off the dock at this inviting log cabin by the lake! This newly renovated cabin has high-beamed ceilings with rustic features throughout and all the modern amenities to make your stay as stress-free as possible.The property is beautifully landscaped, private and the western views provide unforgettable sunsets. Spend your next vacation at the Webber Pond Cabin where you will create memories that last a lifetime!
KitchenIndoor spacesLayout
5.0 out of 5 average rating, 104 reviews
Lakeside retreat on quiet cove on Cobbessee Lake!
Nothing beats summer days on the lake in Maine. Not only is this lake home situated on a quiet cove on central Maine's Cobbossee Lake, but it is near amenities in Augusta and close to I-95! Enjoy two large docks, a large lawn and gently sloping swimming area, and a newly renovated five bedroom house with two full bathrooms. This is the Maine vacation home you are looking for! Two of the bedrooms and one bathroom are in the basement, which is still under some small construction.
FamilyIndoor spacesBathroom
4.84 out of 5 average rating, 115 reviews
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!
KitchenFamilyCheck-in
4.92 out of 5 average rating, 173 reviews
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.
FamilyIndoor spacesDecor
4.86 out of 5 average rating, 118 reviews
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.
FamilyKitchenPets
4.82 out of 5 average rating, 128 reviews
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.
KitchenFamilyValue
5.0 out of 5 average rating, 130 reviews
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.
Indoor spacesKitchenAccuracy
5.0 out of 5 average rating, 136 reviews
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.
Indoor spacesFamilyHot tub
4.98 out of 5 average rating, 288 reviewsPopular amenities for Sidney family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Lakefront Home w/ Hot Tub • Summer Vacation
KitchenIndoor spacesAmenities
4.87 out of 5 average rating, 122 reviews
A comforting sweet off grid cabin near the beach!
KitchenIndoor spacesCheckout
4.98 out of 5 average rating, 309 reviews
Solar Powered Bus in Forest | Hot Tub + Wellness
Indoor spacesKitchenPets
4.9 out of 5 average rating, 146 reviews
Maybelle the Tiny Cabin on 100 acres
KitchenFamilyParking
5.0 out of 5 average rating, 135 reviews
The Modern Lakehouse
KitchenFamilyAccess
5.0 out of 5 average rating, 246 reviews
Cozy Rock Cabin #thewaylifeshouldbe
KitchenIndoor spacesCheck-in
4.99 out of 5 average rating, 392 reviews
Romantic hideaway cabin w/ access to spa - 26
Indoor spacesFamilyAccess
4.98 out of 5 average rating, 122 reviews
SUMMER ROSE a Yurt for ALL Seasons
Indoor spacesKitchenGetting around
4.96 out of 5 average rating, 364 reviewsFamily- and pet-friendly home rentals

Farm house, River, Island, animals & private Chef.
FamilyKitchenLaundry
4.94 out of 5 average rating, 173 reviews
Simple Boothbay Log Cabin on Water
Indoor spacesKitchenAmenities
4.94 out of 5 average rating, 504 reviews
Lakeside 3 BR Cabin in Boothbay Harbor
Indoor spacesKitchenParking
4.98 out of 5 average rating, 287 reviews
Charming Cottage With Spectacular Water View
FamilyIndoor spacesLaundry
4.97 out of 5 average rating, 387 reviews
Camp at Shale Creek Homestead
FamilyKitchenWi-Fi
4.88 out of 5 average rating, 214 reviews
Little Apple Cabin on 5 acres, amazing stargazing!
FamilyIndoor spacesLaundry
4.95 out of 5 average rating, 147 reviews
Lakefront Home w/ Dock | Porter Lake | Sugarloaf
Indoor spacesKitchenBathroom
4.92 out of 5 average rating, 180 reviews
Maine Cabin on the Water
KitchenFamilyCheck-in
4.82 out of 5 average rating, 57 reviewsFamily-friendly home rentals with a pool

Charming Saltwater Farm apartment
Indoor spacesFamilyAir conditioning
4.99 out of 5 average rating, 249 reviews
Large private area, close to Rockland
KitchenIndoor spacesCondition
4.94 out of 5 average rating, 116 reviews
the lake house
FamilyKitchenSkiing
4.95 out of 5 average rating, 237 reviews
Maine Fall Getaway •Grill •Fire Pit •King Bed •EV
FamilyIndoor spacesCleanliness
5.0 out of 5 average rating, 24 reviews
Riverway Cottage
KitchenFamilyCondition
5.0 out of 5 average rating, 25 reviews
Pool, Dream Home Gym, TV+Desk Each Room, Games
FamilyKitchenComfort
5.0 out of 5 average rating, 10 reviews
Stay Together in Style
Indoor spacesFamilyParks
4.97 out of 5 average rating, 32 reviews
Angel Mist Retreat Garage Apartment
KitchenIndoor spacesPool
4.98 out of 5 average rating, 51 reviewsWhen is the best time to visit Sidney?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $512 AUD | $533 AUD | $505 AUD | $533 AUD | $439 AUD | $485 AUD | $444 AUD | $488 AUD | $431 AUD | $509 AUD | $533 AUD | $524 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
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Salem Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Cambridge Holiday rentals
- New Haven Holiday rentals
- 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
- Reid State Park
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Camden Hills State Park
- Farnsworth Art Museum
- Mt. Abram
- Maine Lighthouse Museum
- Moose Point State Park
- Cellardoor Winery
- Pineland Farms
- Black Mountain of Maine
- Belgrade Lakes Golf Club
- Range Ponds State Park
- Lost Valley Ski Area





