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Family-friendly holiday rentals in Algonquin

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Algonquin family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Annapolis
4.86 out of 5 average rating, 105 reviews

Nautical Vibe Walk 2 Harbor Pubs USNA

TiffanyRating, 5 stars4 months ago
In town for the Military Bowl and location was perfect. Loved the yard and would love to visit in the warmer months! Yarrow was excellent and had great recommendations! Highly recommend!
Superhost
Home in Annapolis
4.87 out of 5 average rating, 177 reviews

Charming Annapolis Water View Home

MenachemRating, 5 stars2 weeks ago
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.
Home in Davidsonville
4.95 out of 5 average rating, 19 reviews

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6

CharlesRating, 5 stars20 months ago
Fantastic stay. Veronica was an excellent communicator from pre-booking to check-out. House was very nice, but the pool was exceptional. Home was as described. Thanks for a great weekend.
Guest favourite
Home in Severn
4.88 out of 5 average rating, 163 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Christopher JasperRating, 5 stars1 week ago
Great place, nice atmosphere and big with a lot of rooms. Clean and lovely surroundings. I just wish with how big it is, there’s more bath rooms. Hope to come back when its not cold so pool is not cold. 👍🏼
Top guest favourite
Home in Deale
4.99 out of 5 average rating, 141 reviews

Chesapeake Waterfront HotTub-Kayaks-Crabbing

PamRating, 5 stars1 month ago
Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.
Bungalow in Deale
4.85 out of 5 average rating, 391 reviews

Cozy waterfront getaway on the Bay

MeljonnRating, 5 stars2 weeks ago
Absolutely beautiful. It brought so much peace. I loved it. My wife and I enjoyed our stay for our honeymoon. We want to try and make it a yearly visit because it was that good. It was hard to find the place when it was night because it’s pitch black but other than that, a flawless stay.
Guest favourite
Townhouse in Annapolis
4.83 out of 5 average rating, 128 reviews

You'll Never Want to Leave

AlexandraRating, 5 stars4 months ago
We thoroughly enjoyed our stay at Laurie's home! It was a great location and the home matched the description. We had everything we could have asked for and more, and Laurie was a great host. Would definitely stay there again!
Superhost
Home in Edgewater
4.76 out of 5 average rating, 291 reviews

Edgewater/May Getaway!

JenniferRating, 5 stars1 month ago
Perfect for our needs. Our church was having a retreat at nearby Camp Letts, and we wanted more comfortable sleeping than the camp bunk beds. Due to all the retreat activities, we didn't actually get a chance to enjoy the house much other than sleep and eat breakfast there, but place was really nice.

Family- and pet-friendly home rentals

Superhost
Home in Annapolis
4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

TimmyRating, 5 stars4 months ago
Perfect location if you’re in Annapolis for a game or just to visit the city. Christopher’s house was the perfect location and distance from everything in the city. Also, very spacious and nice house perfect for me and my 4 other friends.
Guest favourite
Cottage in Rock Hall
4.91 out of 5 average rating, 124 reviews

Cottage with Modern Updates - Walk to Waterfront!

LisaRating, 5 stars1 week ago
Absolutely Beautiful home!! Large yard. The Dog kids had a blast running after each other!! lol. Very spacious and loved the open floor plan and kitchen!! Outside fire pit what a plus!! Can’t wait to rent this again in the future!!!
Guest favourite
Home in Saint Michaels
4.85 out of 5 average rating, 121 reviews

Premier St Michaels Cottage- In Town Location

StefRating, 5 stars3 months ago
Great location in quaint St Michael's. Walking distance to shops, wine tasting & great restaurants. Cute & cozy historic home. Thomas was super responsive & helpful. Would definitely come back.
Top guest favourite
Guest house in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars3 weeks ago
Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!
Top guest favourite
Home in Greensboro
4.97 out of 5 average rating, 152 reviews

Cozy Riverside Cottage in the Woods

WinstonRating, 5 stars3 weeks ago
I cannot recommend this listing enough! As described, the house was deep in the woods and right on the river, providing a secluded, peaceful stay. We had direct access to the water, and while we did not go into the water, we enjoyed watching the local wildlife from the pier. The home itself was well furnished and amazingly stocked. Everything was clean, and there was an abundance of conveniences available. The kitchen, in particular, was very well supplied. The beds and furniture were comfortable and spacious for our group of five. The HVAC kept the house the perfect temperature our entire stay. There were several amenities that we ended up not using, but were glad to have them available, such as the fire pit, fire place, kayaks, and grill. We wanted for nothing! Carrie was an amazing host, answering all of our questions and ensuring that we had an amazing trip. You won't go wrong booking with Carrie!
Top guest favourite
Flat in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 stars4 days ago
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.
Top guest favourite
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars4 months ago
We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.
Guest favourite
Cottage in Tall Timbers
4.89 out of 5 average rating, 120 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

JenniferRating, 5 stars1 week ago
This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!

Family-friendly home rentals with a pool

Top guest favourite
Home in Chestertown
5 out of 5 average rating, 22 reviews

Chestertown Watson Family Farm

TaraRating, 5 stars7 months ago
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.
Boat in Annapolis
5 out of 5 average rating, 6 reviews

Boat BNB Luxury Accomadations Aboard a Catamaran

JenniferRating, 5 stars57 months ago
We had an amazing time aboard the Zep Tepi! The boat is beautiful and spacious and the marina and setting are lovely! If you want to really get away and experience sleeping with the peaceful rocking of a boat, book this now! Chelsea was responsive and helpful as we got used to the workings of a boat too.
Home in Taylors Island
4.7 out of 5 average rating, 82 reviews

The Marina Oasis in Taylors Island

KarenRating, 5 stars32 months ago
It was a comfy stay in a beautiful marinia. The house was clean and the beds were soft. It did well for me and my 4 kids who each had their own bed. The landscape of the place and the sunsets were great! It was quite, tranquil with beautiful warm and sunny days. I would go back. Very easy check in and out.A lot to do in the area.
Superhost
Home in Lottsburg
4.96 out of 5 average rating, 69 reviews

Heron Harbor

DianaRating, 5 stars33 months ago
All I can say is WOW! We were blown away at the beauty of the home AND the view! Relaxing and peaceful. The pool was to die for and Kathleen was one of the best hosts I’ve ever had in all our air bnb travel!!! Will definitely return AND will check out her other properties in the future. Thank you to Kathleen and her staff/team!!
Home in Marion Station
5 out of 5 average rating, 10 reviews

Kingsbay Waterside Retreat House

DanieleRating, 5 stars21 months ago
We stayed at this terrific property for our annual family vacation. The vote is in, everyone had a great time! Our hosts David and Jerry were very responsive and helpful and check in was easy. David was there to greet us and give us a quick tour and helpful tips on local activities. The pool was fantastic. It was warm and the perfect spot to hang out during the day. The dock was a great place to walk out to in the morning, watch the lovely sunsets at night, do a little fishing and a great way to launch the stand up paddly boards we brought. The house is great, was clean with plenty of room for a group of 10 (7 adults and 3 teenagers). In the evening we could hang out in the game room and play cards or could hang out and watch TV in the TV room. Both ground floor rooms open to the pool. We also appreciated all the little extras like plenty of garbage bags, paper towels, cleaning supplies, water and more. The whole gang highly recommends this property. Thanks we will be back
Home in Sherwood
4.92 out of 5 average rating, 12 reviews

Private Retreat with BIG Water Views!

JillRating, 5 stars57 months ago
This lovely house sits on a private lot with spectacular water views. The pool is pristine and was a perfect depth for both the children and the adults. in our group. There were 10 of us (three generations) and we had plenty of room to feel comfortable.
Guest favourite
Apartment in Annapolis
4.89 out of 5 average rating, 62 reviews

GREAT LOCATION ON SPA CREEK

LauraRating, 5 stars7 months ago
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.
Top guest favourite
Home in Lusby
5 out of 5 average rating, 138 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

ShannonRating, 5 stars4 months ago
What a lovely stay! Incredibly charming home with such hospitable hosts. Our group felt comfortable and relaxed. Picturesque environment.

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