Family-friendly holiday rentals in Sidney

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sidney family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Appleton
4.89 out of 5 average rating, 307 reviews

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars3 weeks ago
A beautiful rustic cabin in an amazing spot. Lori is a great host and is always near in her farmhouse to communicate and get you what you need. Appleton is not far from Camden / Rockland but has that rustic getaway feel. The option of adding a wonderful soak in the hot tub, wood fired sauna, massage and breakfast are available as well. I’ll be back next year! Thank you for everything, Lori!
Farm stay in Searsport
4.91 out of 5 average rating, 112 reviews

Latham Blueberry Farm for up to 6 guests.

AshleyRating, 5 stars10 months ago
We couldn’t have asked for a better stay at Latham blueberry farm. Doug and Brenda were incredibly helpful and friendly- they introduced us to the house and farm as soon as we checked in and were always available if needed. The beds were comfy, the kitchenette stocked, and the grounds were gorgeous. Their beautiful 1826 farm house was an authentic experience of staying on a farm- our kids loved feeding the animals (especially Ernie the pig and Moses the horse); picking fresh blueberries; and swimming and paddleboating in the private pond. Our hosts had great recommendations for local outings, and we loved chatting with them and playing with their puppy Jackie. Our family made lifetime memories.
Top Guest favourite
Home in Woolwich
5 out of 5 average rating, 43 reviews

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

GregoryRating, 5 stars2 weeks ago
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.
Top Guest favourite
Apartment in Falmouth
4.91 out of 5 average rating, 200 reviews

Falmouth 3br near Town landing

EllenRating, 5 stars1 week ago
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.
Superhost
Home in Hanover
4.83 out of 5 average rating, 87 reviews

Viewtop Cabin: Modern Cabin with Stunning Mountain

DustinRating, 5 stars7 months ago
This is as picturesque of a ski cabin as they come. Everything was clean and tight. Far enough into the mountains with a clean up to date feel including Lutron radio RA3 switching. Cleaning fees were a little steap, but we are clean and neat people so im sure they are set to expect the worst. 10 for 10 would rent this house again.
Top Guest favourite
Cabin in Chesterville
4.89 out of 5 average rating, 53 reviews

Lakefront Log Cabin escape-boats-fishing-hot tub

NicholaRating, 5 stars7 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 favourite
Apartment in Topsham
4.87 out of 5 average rating, 551 reviews

Cozy hot tub haven

ColeRating, 5 stars3 days ago
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.
Superhost
Home in Rangeley
5 out of 5 average rating, 6 reviews

7 Valley View Lodge - Close to downtown Rangeley

DavidRating, 5 stars18 months ago
If you like the outdoors, seasonal activities and have several guest, then this is the place for you! The kitchen is restaurant quality and well stocked with spices and cooking utensils. The property has plenty of amenities, games and the fire place and hot tub gives you a resort vibe - overall a great experience.

Family- and pet-friendly home rentals

Guest favourite
Cabin in Madison
4.85 out of 5 average rating, 130 reviews

Charming cottage at the Lake!

KatherineRating, 5 stars8 months ago
Charming little cottage on the lake! Had a lot of fun, easy to get to town and the lake was serene and peaceful. Great place to stay!
Guest favourite
Home in Bath
4.91 out of 5 average rating, 345 reviews

Gorgeous Studio on the Kennebec

AlexandraRating, 5 stars1 week ago
Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!
Guest favourite
Cabin in Boothbay
4.95 out of 5 average rating, 446 reviews

Simple Boothbay Log Cabin on Water

TorreyRating, 5 stars2 days ago
Elia's cabin is magical. What a beautiful and peaceful place. We had everything we needed, but be sure to bring bug spray.
Guest favourite
Chalet in Rangeley
4.96 out of 5 average rating, 304 reviews

Saddleback Ski Lodge - Ski-in-Ski out Condo

EveRating, 5 stars3 weeks ago
This home has a magnificent view- it was a delight to enjoy during our stay. The house was clean and comfortable. Or only complaint is that the mattresses on the bunk bed are VERY squeeky- so not great if there are 2 kids trying to sleep in there :)
Superhost
Cabin in Carthage
4.94 out of 5 average rating, 193 reviews

Private Maine Camp

MaggieRating, 5 stars3 months ago
Great cabin for my family of 4 and our dog for a quick ski trip. I have 2 boys aged 14 and 11 who loved the loft area. We stayed to ski at Saddleback for 2 days, so was in the cabin l for just breakfast and then evening. Is described accurately in listing. Enjoyed our time!
Top Guest favourite
Cabin in Weld
4.98 out of 5 average rating, 173 reviews

Colby's Cabin

TomRating, 5 stars3 weeks ago
Colby’s cabin was everything I expected and more. The location was fantastic so private and quiet, even during Memorial Day weekend I didn’t see or hear anyone. The cabin is two miles up a dirt road, nestled into the woods on the side of a hill it’s the perfect weekend hideaway. My camping car (2012 crv, 250k miles) made it up no problem in May even with heavy rain the day before. The cabin has everything you could need just pack food and clothes. This could easily be more rustic but a lot of work was put into the little touches that take this place to the next level like wood stove, well pump, refrigerator and stove, and clean comfortable furniture. Lots to do in the area check out mt blue, tumbledown and Webb lake. Can’t wait to come back soon!
Guest favourite
Cottage in Bridgton
4.91 out of 5 average rating, 185 reviews

True Maine Artist Cottage with Outdoor Shower

KateRating, 5 stars1 week ago
Super cute cottage! I really enjoyed a few peaceful days there on my own, it was exactly what I was looking for. It's very charming and has everything you need. Like others have mentioned, you can definitely hear the road noise so it doesn't feel totally secluded but that didn't detract from my stay. Emily was a great host, provided lots of helpful information, and very quick to respond.
Top Guest favourite
Apartment in Belfast
4.97 out of 5 average rating, 381 reviews

Belfast Harbor Loft

DavidRating, 5 stars3 weeks ago
Third year in a row staying at Hannah’s beautiful 48Main St AirBnB in downtown Belfast. Centrally located within walking distance to great restaurants, coffeehouses, markets and beautiful waterfront scenery. Great communication with Hannah throughout our visit. Awesome stay, again!

Family-friendly home rentals with a pool

Top Guest favourite
Apartment in Cornville
4.87 out of 5 average rating, 134 reviews

Large Home with Great View next to horse farm

WilfredoRating, 5 stars3 weeks ago
Beautiful and peaceful place! Just admiring the surroundings let the peace and tranquility set in and consume you. Highly recommend! Teresa is a wonderful host and flexible to your needs. Will definitely visit again, thank you Teresa!
Guest favourite
Chalet in Rangeley
4.87 out of 5 average rating, 173 reviews

A+ Views -Jet Spa Tub Sauna Sunset/Stars

SusanneRating, 5 stars3 months 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.
Superhost
Cottage in Poland
4.61 out of 5 average rating, 18 reviews

Lake Beach House at Poland Spring Resort

Erin Rating, 5 stars10 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!
Superhost
Apartment in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars9 months ago
Aimee was wonderful to deal with. Her place was absolutely beautiful. we definitely picked the right place. the sunrises were so awesome. Rockland was a gorgeous little town.
Guest favourite
Condo in Carrabassett Valley
4.93 out of 5 average rating, 46 reviews

Post & Beam, Ski-in/Ski-Out Birchwood Penthouse

AdrianRating, 5 stars8 months ago
Great spot, would rent again!
Superhost
Home in Carrabassett Valley
4.84 out of 5 average rating, 69 reviews

SUGARLOAF, TRAILSIDE, 4-BDRM, & AC

EstherRating, 5 stars1 month ago
We had such an enjoyable stay we didnt want to leave! All agreed we would stay here again - such a beautiful quiet retreat. Steve was a responsive host with detailed instructions for checkin/checkout. It made everything perfect for my family.
Top Guest favourite
Condo in Carrabassett Valley
4.96 out of 5 average rating, 55 reviews

Cozy Ski In, Ski Out End Unit Condo

CynthiaRating, 5 stars3 months ago
Great place to stay for a family of 4. Very close to Snubber for skiing and hiking. Hope to stay again. Thank you!
Superhost
Home in Peru
4.95 out of 5 average rating, 218 reviews

the lake house

CarlaRating, 5 stars5 months ago
We had a lovely time at the cabin. Close to skiing yet peaceful and relaxing. We thoroughly enjoyed our stay ! Thank you!

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

  • Total rentals

    50 properties

  • Nightly prices starting at

    $168 NZD 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

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore