Family-friendly vacation rentals in Sidney

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Popular amenities for Sidney family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A colorful cabin is nestled among greenery, featuring a blue exterior with red accents. A spacious porch is shaded by a roof, with a stone seating area nearby. A fire pit is situated in front, surrounded by grass, creating a peaceful outdoor setting.
Cabin in Appleton
4.89 out of 5 average rating, 305 reviews

Raven's Crossing - Kate's Cottage

CaitlinRating, 5 stars5 months ago
Lori’s is exactly what we need while visiting family over a holiday. She is very gracious to host us over Thanksgiving as the last occupants of the year. Even during a snow storm, her place is cosy and beautiful. This is our second year coming, and we love it every time. We would recommend it for those looking for a charming getaway from busy life. Thanks Lori!
Guest favorite
The exterior of the farmhouse is presented, featuring a welcoming porch with white railings and steps leading up to it. Lush green grass and trees frame the house, under a clear blue sky, creating a serene outdoor space.
Home in Woolwich
5 out of 5 average rating, 41 reviews

Amazing view, eagles, hot tub, 1 mi walk from Bath

AlecRating, 5 stars3 months ago
We really enjoyed our stay at Woolwich. There is a peaceful nature vibe to the house and a beautiful view and location. The Bald Eagles live in a tree right on the edge of the backyard and were visible numerous times during our stay. The location to various towns and locations in Maine is convenient.
Guest favorite
A wood-fired cedar hot tub sits on a deck, surrounded by trees. Two folding chairs are placed beside the hot tub, offering a serene spot for relaxation. The structure's screened-in porch provides a view of the surrounding nature.
Treehouse in Georgetown
4.97 out of 5 average rating, 336 reviews

Tree Dwelling with Water Views & Cedar Hot Tub (2)

CaitlanRating, 5 stars1 month ago
We had the most amazing stay at Madawaska! Amazing views from the bedroom and hot tub in a beautiful, peaceful, and private location overlooking the water. And such a wonderful design of the cabin. We will definitely be back!
Guest favorite
The two elevated structures of the tree dwelling are connected by a rope bridge, surrounded by lush green trees. Natural materials are utilized in the design, which includes a balcony and multiple levels that create a unique, inviting silhouette against the forest backdrop.
Treehouse in Georgetown
4.98 out of 5 average rating, 430 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

CarolinaRating, 5 stars2 weeks ago
This stay was everything we wanted- relaxing, calm and a beautiful property. We did hikes near by and activities in the town. We really enjoyed exploring! I would love to come back!
Top guest favorite
A spacious log cabin is featured, set in a natural landscape surrounded by trees. A wide wraparound deck is accessible via a wooden ramp, leading to a welcoming front door. Lush greenery and decorative plant beds border the cabin, complementing its rustic charm.
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars6 months ago
Just returned from the most fantastic 2 weeks exploring the US which included a weeks stay at Kiwi Lodge. Where to start? This was exactly as described and the perfect base for exploring Maine. The property was spotless and has all the amenities needed for a comfortable stay. 3 beautiful bedrooms, 2 great sized bathrooms, wonderful living area and kitchen and fantastic games room. Hot tub was brilliant. The location on the lake is just perfect, we had the lake to ourselves and took the canoe out. Nearest town of Farmington has all the shops and cafes you’d need. The communication from Kay was great from the day we booked, and recommendations we took her up on were all absolutely spot on. Thank you Kay and thank you Kiwi Lodge for a holiday to remember!
Guest favorite
A private deck area showcases a hot tub, emitting a soft blue light. Two chairs are positioned nearby, with a decorative cushion displayed on one. Lattice fencing and greenery provide privacy, creating an inviting setting for relaxation at night.
Apartment in Topsham
4.87 out of 5 average rating, 547 reviews

Cozy hot tub haven

SethRating, 5 stars2 weeks ago
Great place. The bed was really comfortable. Hot tub was nice and private and relaxing.
A rustic cottage is framed by tall trees and vibrant flower beds. A deck is adorned with a red umbrella, offering outdoor seating. The lake is visible in the background, enhancing the serene environment. The structure features a combination of green and yellow hues.
Cabin in China
4.86 out of 5 average rating, 66 reviews

Two China lakefront cottages, hot tub & dock

ScottRating, 5 stars8 months ago
We had the best time! The two separate cottages provided were fantastic. Well appointed with a nice country vibe. Never turned on the TV. Just played cards, ate and talked. Very relaxing. We brought our boat and it was so convenient to tie up at Josée’s dock. The fishing was great too! I highly recommend.
Superhost
A well-lit living area features a large window offering views of the outdoors. Comfortable seating is arranged around a glass coffee table, with decorative cushions adding texture. A television is mounted on the wall, complementing the soft color palette of the room.
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars8 months ago
Beautiful home with a great view, deer and turkeys in the front yard. Very quiet and peaceful. The home is well equipped and spacious.

Family- and pet-friendly home rentals

Top guest favorite
A welcoming space features two wicker chairs positioned beside a rustic table. A potted plant adds a touch of greenery, while framed artwork hangs above the large windows, providing a glimpse of the outdoors. Soft lighting enhances the cozy atmosphere.
Cabin in Windham
4.92 out of 5 average rating, 205 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

PeterRating, 5 stars7 months ago
We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!
Guest favorite
A spacious deck is highlighted by a large red umbrella over a table, surrounded by four wicker chairs. Lush greenery and colorful flowering bushes create a natural backdrop, enhancing the outdoor seating area in the yard.
Guest suite in Freeport
4.72 out of 5 average rating, 568 reviews

Freeport Village Sunny Studio

RobynRating, 5 stars2 weeks ago
We had such a nice time celebrating my husband‘s 50th birthday! Jennifer and Jason were wonderful and super responsive. We could not believe how close to all of the restaurants and shops we were but yet it was very quiet and private. I would 100% recommend this rental and we would rebook again if our plans took us back to Freeport!
Top guest favorite
A secluded cabin is nestled among vibrant green trees on a tranquil island. A wooden walkway leads from the dock to the front of the cabin, which features a green metal roof. Two canoes are visible on the calm water, enhancing the serene landscape.
Island in Monmouth
4.98 out of 5 average rating, 229 reviews

Naughty Dog Private Island Log Cabin

KelliRating, 5 stars1 week ago
This trip was a very last minute thing for us. Our 4 year old pup was diagnosed with cancer and we just want him to be happy whether he has to leave us tomorrow or in two years. Kent made everything so perfect for us. With our dog going through chemo, he’s been “off” lately. We Didn’t know how he’d be with other people or dogs, he’s been weird when I HUG him sometimes… just going through it, ya know? Kent arranged times for us to go on the ferry with no other guests just to help us and our pup feel comfortable. It was the best trip ever. I cannot tell you how badly you need this trip😂. It couldn’t have been better. Make sure to use bug spray (or just have a fire going all the time, the bugs don’t like that haha), bring at least two books if you’re a reader, it’s AMAZING! GO OUT ON THE KAYAKS! Check out stars at night! Our first night we were stargazing and I saw THREE shooting stars and I finally looked up why I saw so many in such a short time and there was a meteor shower happening!
Guest favorite
Apartment in Lisbon falls
4.94 out of 5 average rating, 463 reviews

Charming Victorian farmhouse 1880's bedrooms-2

HelenaRating, 5 stars4 days ago
Marcia was wonderful . accommodated my wishes. It was like I was in a dream The place was pristine and beautiful would love to return again.
Guest favorite
The rustic cabin is nestled among towering trees, featuring a stone chimney and a wooden deck adorned with green chairs. A covered porch offers protection from the elements, while the natural surroundings create a serene atmosphere.
Cabin in China
4.89 out of 5 average rating, 171 reviews

Rustic Family Cabin on China Lake

JackieRating, 5 stars7 months ago
I loved this place! Enjoying coffee and meals outside on the deck overlooking the lake and beautiful surroundings of nature. I felt safe there and was a charming neighborhood. I loved that there were boats to use and a dock to watch sunset an autumn harvest moon over lake! Jess was the perfect host and made sure everything was great when I arrived. She was very helpful when I had any questions and I am looking so forward to going back there again! Thank you Jess for sharing this wonderful place!!!
Top guest favorite
Cabin in Weld
4.98 out of 5 average rating, 172 reviews

Colby's Cabin

JessicaRating, 5 stars5 months ago
We have rented this adorable log cabin many times and look forward to our next visit! The host is very responsive and friendly and we can not recommend this lovely stay enough.
Top guest favorite
A red wooden exterior of the cottage is showcased, with large windows allowing natural light to enter. A small deck is visible, leading to the entrance, surrounded by trees and a gravel area, maintaining a rustic appeal.
Cottage in Gray
4.9 out of 5 average rating, 209 reviews

Sunset Haven - Little Sebago Lake

MonicaRating, 5 stars1 week ago
Absolutely loved our stay at this lake cabin! It's nestled right on the water, making it a perfect spot for peaceful mornings and unbeatable fishing. The sunsets over the lake are absolutely stunning — a real highlight of the trip. The cabin itself has a rustic charm, filled with unique vintage touches that make it feel cozy and full of character. It's quiet, far enough from the city to truly relax, but still conveniently close to town if you need anything. A wonderful place to unwind and make lasting memories with family. Can't wait to come back!
Guest favorite
A bright living area features a turquoise sofa paired with a patterned accent chair. Light filters through multiple windows, illuminating an artistically decorated wall. Artwork adorns the space alongside warm wooden accents on the floor, creating a cozy and inviting environment.
Home in Newcastle
4.9 out of 5 average rating, 195 reviews

Rustic Farmhouse at Oxbow Brewery

EmilyRating, 5 stars2 weeks ago
We absolutely loved our stay! We rented the house for 7 adults and 1 dog to celebrate a 31st bday! We loved being able to walk right down to the tasting room for a beer, cook a big dinner in the kitchen, play games, and watch the amazing vcr collection. Everything was clean and comfortable. So glad it’s a dog friendly space!

Family-friendly home rentals with a pool

A grassy area features lounge chairs positioned for relaxation, surrounded by lush greenery. A stone border creates a natural division, with a deck leading towards the home. In the background, a swimming pool is partially visible, offering a refreshing option for warm days.
Home in Benton
5 out of 5 average rating, 13 reviews

Riverside home in Central Maine near Colleges

GregRating, 5 stars31 months ago
Great 2-level apartment with terrific deck and beautiful view overlooking the river. Quiet and pretty. Owners were very responsive and the kitchen is very well stocked. Nice rustic touches and great running/walking trail along the river, just down the road. WiFi works well. Recommend upgrading the beds as they are small and not very comfortable. Otherwise a great property!
Top guest favorite
A spacious inground pool is enclosed by a chain-link fence, featuring a water slide and lounge chairs arranged around the perimeter. Lush green trees and a clear blue sky are visible in the background, creating a serene setting for relaxation and enjoyment.
Apartment in Cornville
4.86 out of 5 average rating, 132 reviews

Large Home with Great View next to horse farm

AndreiRating, 5 stars5 months ago
Great house and good location, it was warm during our stay. Enough space for our company. Not far away from the city. Overall it was nice staying there.
Guest favorite
Chalet in Rangeley
4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

SusanneRating, 5 stars1 month ago
Jonathan and Lisa were wonderful hosts! We stayed 3 nights to enjoy some Spring skiing at Saddleback. The home was close to town and a quick drive to Saddleback mountain. The house is perched high on a hill overlooking Rangeley lake. The downside is that the driveway is steep and icy (this time of year due to the recent March thaws) but the view and sunsets are breathtaking!! For an additional fee, you can enjoy their newly built sauna and whirlpool. So relaxing after a day of skiing that we booked it twice. The house has all the comforts of home. Being culinary masters, we had a bit of a struggle in the small kitchen. But certainly most everything you need to prepare great meals. Communication with the hosts was excellent and timely.
The exterior of the townhouse is showcased, featuring a grey shingle facade. A white door leads into the unit, accompanied by a charming white adirondack chair on the manicured lawn. Fresh blooms from a nearby tree add a touch of nature to the entrance.
Apartment in Freeport
4.69 out of 5 average rating, 16 reviews

3-Bedroom Townhouse at the Harraseeket Inn

RachaelRating, 5 stars58 months ago
Highly recommend!!!!! Beautiful Inn, great amenities, peaceful, quiet location but close to the shops. Pool was great for kids. Breakfast was amazing!!
Superhost
A historic lake-front cottage is presented with its red siding and white trim, featuring numerous windows that enhance natural light. A cupola tops the building, while a porch extends along the front. A sandy area in front leads to the water.
Cottage in Poland
4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

Erin Rating, 5 stars9 months ago
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!
Top guest favorite
A wooden dock extends toward a calm bay, framed by lush greenery and charming coastal structures. The serene water reflects the clear blue sky, creating a peaceful atmosphere. Nearby docks and boats can be seen, enhancing the waterfront character of the setting.
Apartment in Boothbay Harbor
5 out of 5 average rating, 32 reviews

Luxury Condo on Water's Edge in Boothbay Harbor

HollyRating, 5 stars1 month ago
A few times while wandering around midcoast Maine in late March, we were asked if this is when we usually came to vacation here. Yes, we are educators from the Southwest, and this was our spring break, so this is when we came to visit, but honestly, it is so peaceful this time of year. Especially Boothbay Harbor, and what we imagined while walking around the very quiet town would be a very different place in July! Our experience at Abby’s space was absolutely wonderful and serene in the spring. The thoughtful touches (thank you for the bottle of Maine wine and jar of blueberry jelly!) made it even more special. Thank you, we hope to be back one day.
A welcoming seating area features a gray couch with a pillow labeled 'RELAX.' Large windows allow natural light to fill the space, complemented by light curtains. A wooden beam structure adds character, while a small plant and painting enhance the room's natural appeal.
Cottage in Frye Island
5 out of 5 average rating, 9 reviews

Steps to Lake Sebago. Cottage with mooring!

TarynRating, 5 stars8 months ago
Perfect little spot on Frye Island! Great location, walking distance to our favorite beach on island as well as the general store. House was clean, comfortable, just as described. We enjoyed our stay!

Quick stats about vacation rentals that are family-friendly in Sidney

  • Total rentals

    50 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 properties include access to wifi

Destinations to explore