
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)

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!

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.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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.

Island Aframe Adventure in Maine
The Island A-Frame is a gentle reminder that enough really is enough. Enough comfort, enough nature, enough quiet, and enough adventure to leave you feeling full instead of fried. Tucked into a wooded corner of 1 Big Sustainable Island, this cozy A-frame invites you to slow down: sleep deeply, cook simple meals, sway in a hammock, warm yourself by the woodstove, and listen as loons and crackling fires take turns filling the air.

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.

The Copper Fox Treehouse
At The Copper Fox Treehouse enjoy relaxing in the treetops in a red fox head shaped treehouse. Discover many locally and custom made fox finishings inside. How many foxes can you find? Follow our journey on IG at @thecopperfoxtreehouse
Popular amenities for Sidney family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Boutique Downtown Hallowell Apt with River Views

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Raven's Crossing - Retreat Cottage

Log Cabin w/mtn views, hot tub, fire pit!

Tumbledown Tiny Home w/ Hot Tub

Modern Lakefront Home w/ Hot Tub • Summer Vacation

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
Family- and pet-friendly home rentals

Studio Apartment in Freeport

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

Modern Tiny Cabin Near Belgrade Lakes

Lake-House on water, East Lake, Near Waterville

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

Little Apple Cabin on 5 acres, amazing stargazing!

Peaceful & private waterfront cabin

Riverside
Family-friendly home rentals with a pool

Large Home with Great View next to horse farm

Cozy Riverside Cottage

House in the woods

Secluded Rustic Log Cabin on Beautiful Frye Island

Peaceful, Spacious Lodge with Golf & Sunset Views

The Getaway - A River Paradise

Retreat In The Orchards

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$76,148 GYD | G$79,286 GYD | G$75,102 GYD | G$79,286 GYD | G$60,668 GYD | G$61,923 GYD | G$66,107 GYD | G$72,592 GYD | G$64,224 GYD | G$75,730 GYD | G$79,286 GYD | G$78,031 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$23,012 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!
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- 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
- Bradbury Mountain State Park
- Maine Maritime Museum
- Farnsworth Art Museum
- Mt. Abram
- Camden Hills State Park
- Cellardoor Winery
- Belgrade Lakes Golf Club
- Maine Lighthouse Museum
- Black Mountain of Maine
- Pineland Farms
- Moose Point State Park
- Reid State Park
- Range Ponds State Park
- Lost Valley Ski Area





