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Family-friendly vacation rentals in Orland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Orland family-friendly rentals

Family-friendly home rentals with a hot tub

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

Raven's Crossing - Kate's Cottage

KendraRating, 5 stars2 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 favorite
Home in Holden
4.96 out of 5 average rating, 245 reviews

Central Chalet

IoanaRating, 5 stars2 weeks ago
We loved our time at Dwayne and Patti’s place! It definitely felt like a home rather than a hotel, which is exactly what we want when we book an Airbnb over a hotel. The musical instruments and hot tub were a hit with our group :) The location is amazing, close to both Bar Harbor (Acadia) and Bangor. We got to go to a concert and hiking during our stay, and we loved returning to our home base. I can’t want to be back!!
Guest favorite
Loft in Lincolnville
4.96 out of 5 average rating, 47 reviews

Oceanfront Loft with gorgeous water views & beach!

JenniferRating, 5 stars2 weeks ago
This place is so lovely and peaceful. We loved the water view from the loft and roaming the beach. It is a great spot.
Guest favorite
Guesthouse in Appleton
4.9 out of 5 average rating, 298 reviews

Raven's Crossing - Retreat Cottage

AylaRating, 5 stars2 months ago
What an awesome place to stay! Lori was incredibly gracious and accommodating with out late arrival. The cabin towards the back of the property was so cozy. Fantastic stay and would definitely recommend!
Home in Rockland
4.92 out of 5 average rating, 50 reviews

Relaxed South End Bungalow-5 mins to downtown

BillieRating, 5 stars56 months ago
Just the right size, a home away from home. Clean, neat, cozy, and quaint. Alyssa has been a great host from beginning to the end. Very quick response time. The home is in a perfect location. Would definitely stay again.
Superhost
Home in Lincolnville
4.92 out of 5 average rating, 13 reviews

Gorgeous Home w/fantastic views -10 mins to Camden

SusanRating, 5 stars9 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.
Guest favorite
Home in Surry
4.89 out of 5 average rating, 228 reviews

Peaceful retreat on Newbury Neck

TaylorRating, 5 stars1 week ago
The home was spotless and comfortable. Back patio was cozy and we really enjoyed relaxing in the private hot tub while listening to the owls. The entire process was seamless and easy! We will definitely be back.

Family- and pet-friendly home rentals

Guest favorite
Tiny home in Hancock
4.97 out of 5 average rating, 149 reviews

Treetop Loft at Crabtree Neck Cottages

ArianaRating, 5 stars3 weeks ago
We loved our stay. We visited mostly for our trip to Acadia, so we did a lot of back and forth driving, but our stay at Treetop was peaceful and perfect for our needs. We love the quiet and the beautiful view. The trail connected to the property was a huge bonus—our pup loved it! Suzanne was very helpful, detailed, and responsive. We appreciated her guidance!
Top guest favorite
Cottage in Ellsworth
4.88 out of 5 average rating, 102 reviews

Peaceful Branch Lake Cabin minutes to Acadia

ChristopherRating, 5 stars2 weeks ago
The cabin was breathtaking, with a history painted and photographed among her walls. Perfect amount of space to accommodate a family should you have one. The morning sunrise was spiritual, and humbling. Host was incredibly friendly and accommodating for our dog. Arjuna. Will absolutely be returning. Thank you for an amazing and beautiful experience.
Superhost
Cottage in Ellsworth
4.87 out of 5 average rating, 288 reviews

Modern cottage with hummingbirds

JulieRating, 5 stars1 day ago
We liked the privacy and seclusion of the house, as well as, having good wifi and space for our dog. The windows around the house let in so much light and we could see wild turkeys in the field one night. The house is close enough to what Acadia, Ellsworth, and Bar Harbor has to offer, but is away from the congestion. Having a washer/ dryer is a plus. We had a great stay of 5 days.
Guest favorite
Farm stay in Franklin
4.91 out of 5 average rating, 553 reviews

Boreal Blueberry Bungalow - Organic Farm Getaway

AlexiaRating, 5 stars6 days ago
Becka's place was such a lovely stay! My friend and I were here for a couple of days while we were exploring Acadia, and it was a great place that was both not too far from the park but also offered a much more quiet/natural environment than Bar Harbor. The cottage was super cozy and perfect for anyone wanting to feel like they're camping but stay in a "house," and we'd definitely recommend it for a getaway. Thank you to Becka and Azure for being responsive and friendly hosts as well!
Guest favorite
Home in Newcastle
4.91 out of 5 average rating, 201 reviews

Rustic Farmhouse at Oxbow Brewery

CatherineRating, 5 stars2 weeks ago
My husband and in-laws and I and our two dogs stayed for a long MDW. The weather did not cooperate but did not hinder us. Especially staying at this Airbnb on the beautiful Oxbow Brewing property. In fact the coziness of the space made a rainy day even more fun. We were visiting for the racetrack and location was excellent for privacy and also close to local attractions. Wish we had more of a group to experience the space with us, it was really special!
Superhost
Home in Belfast
4.9 out of 5 average rating, 111 reviews

The Strawberry House

BenRating, 5 stars9 months ago
The Strawberry house was such an amazing place for my wife and I to spend our first anniversary. We go to midcoast Maine every year and this was certainly a special one for us. Comfortable, thoughtfully designed and accessible to town. Highly recommend!
Guest favorite
Home in Stetson
4.95 out of 5 average rating, 197 reviews

Lakefront Log Cabin on Pleasant Lake

LoraRating, 5 stars3 weeks ago
The lakeside cabin was just what I needed. Quiet, private, and right on the water. My dog loved running in the yard and swimming in the lake. The cabin was comfortable with all the basics, and sitting on the porch watching the water was so relaxing. Perfect spot to unwind and enjoy some peace and quiet.
Top guest favorite
Home in Bar Harbor
4.96 out of 5 average rating, 107 reviews

Skipping Stone on Frenchman's Bay Weekly Rental

DonaldRating, 5 stars8 months ago
A beautiful house in a beautiful location! Beth was wonderful to deal with and very communicative. She kept in touch with us prior to our trip, and she patiently answered any questions we had during the trip. The views from the patio and living room are fantastic, and the area is very quiet. Both the Park and Bar Harbor are a short drive a way. This is a great place to stay on a trip to Bar Harbor.

Family-friendly home rentals with a pool

Superhost
Home in Stonington

Kate's House at Spruce Harbor

ShokiRating, 5 stars9 months ago
Cannot imagine a better spot to relax with our family. A lucky spot for the owners and luckier for us that they share the rental with strangers.
Home in Lamoine

Close to Acadia National Park

EdmundRating, 5 stars34 months ago
Valerie's home was clean and in a quiet neighborhood peaceful stay
Guest favorite
Apartment in Stonington
4.93 out of 5 average rating, 15 reviews

The Carriage House at Spruce Harbor

TimRating, 5 stars10 months ago
My husband and I, and our two pups had a fantastic time in the Carriage House for a week. Part of a breathtaking private/secret compound on the water…with the most incredible private tidal pool. The place is so authentic, which is what we love about staying in ME when we can escape. We were so blessed to find Margaret’s place last minute. Margaret’s mother, Sally, and her husband were in the main Kate’s house. So so sweet they were to us and our girls. A dog paradise. We are foodies. Plenty of good restaurants around - just a few minutes to the adorable village of Stonington. Around the corner is one of the best restaurants in the country - Aragosta. We can’t wait to return…hopefully, in the Fall. A trip we will always remember. Thank you, Margaret & Family.
Superhost
Apartment in Rockland

Heart of Rockland Maine

DeborahRating, 5 stars8 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 favorite
Home in South Thomaston
4.96 out of 5 average rating, 93 reviews

Large private area, close to Rockland

RachelRating, 5 stars9 months ago
We found the home clean and welcoming. There was plenty of room for all of us and we enjoyed the back deck very much. The kitchen was well equipped and although we did not do any cooking, if we had, everything was there for us. We really liked how private the home was. Had the weather been warmer we definitely would have checked out the pool. It is also very close to Thomaston, Rockland and Owls Head. So much to do in this area. We would recommend this home to anyone who wants a quiet retreat in Maine that is close to the coast.
Condo in Rockport

Samoset Resort Oceanfront Large One Bedroom

JamesRating, 5 stars72 months ago
Great unit on the golf. Course with Ocean views out to the islands. Generally peaceful, save for the morning mowing of the golf course. Great place to base to see all of the mid-coast and the Samoset hotel amenities that are available to you are first class
Home in Tremont
5 out of 5 average rating, 7 reviews

Tremont, ME. Shorefront compound for 7-12

PamelaRating, 5 stars11 months ago
Three girlfriends and I stayed at Hillside for a week. The setting and location were absolutely beautiful. It was so quiet and peaceful and I loved walking the trail. The house was roomy and comfortable. We highly recommend!!
Superhost
Cottage in Belfast
4.61 out of 5 average rating, 18 reviews

Shore Cottage - Newly Renovated

AnastasiaRating, 5 stars6 days ago
My husband and I loved our stay at the Shore Cottage! The cottage was nicely laid out and very clean. The staff were very friendly and knowledgeable about the area. The view from the cottage is amazing. We will definitely stay here again if we are back in the area!

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

  • Total rentals

    80 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Hancock County
  5. Orland
  6. Family-friendly rentals