
Family-friendly holiday rentals in Algonquin
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Algonquin
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Algonquin family-friendly rentals
Family-friendly home rentals with a hot tub

Nautical Vibe Walk 2 Harbor Pubs USNA
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!

Charming Annapolis Water View Home
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.

Annapolis Elegant 5* House -3 Bedrooms Sleeps 6
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.

Large Home with Pool & 7 bedrooms; sleeps 21
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. 👍🏼

Chesapeake Waterfront HotTub-Kayaks-Crabbing
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.

Cozy waterfront getaway on the Bay
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.

You'll Never Want to Leave
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!

Edgewater/May Getaway!
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

West Annapolis SuperHost!
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.

Cottage with Modern Updates - Walk to Waterfront!
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!!!

Premier St Michaels Cottage- In Town Location
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.

Carriage House near Navy Stadium, parking, pets
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!

Cozy Riverside Cottage in the Woods
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!

Historic St. Mary's City, MD
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.

Hudson House
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.

Old World Cottage/Fabulous Sunsets/Polite Pets OK
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

Chestertown Watson Family Farm
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 BNB Luxury Accomadations Aboard a Catamaran
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.

The Marina Oasis in Taylors Island
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.

Heron Harbor
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!!

Kingsbay Waterside Retreat House
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

Private Retreat with BIG Water Views!
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.

GREAT LOCATION ON SPA CREEK
We’ve stayed here for a few years now. His place is always clean and quiet. Beautiful location and very comfortable.

Historic Rousby Hall, Waterfront, Pool, Beach
What a lovely stay! Incredibly charming home with such hospitable hosts. Our group felt comfortable and relaxed. Picturesque environment.
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- Sandy Point State Park
- Six Flags America
- Heritage Shores
- Killens Pond State Park
- Maryland Renaissance Festival
- Gerry Boyle Park
- Idlewilde Restoration Project
- Quiet Waters Park
- Baywood Greens Golf Maintenance
- Ragged Point Beach
- Quiet Waters Dog Beach
- Sparrows Beach
- Matapeake Clubhouse and Beach
- Saint Jerome Beach
- Plantation Lakes Golf and Country Club
- Langford Sand
- Severn Beach
- Downs Park Dog Beach
- Flounder Pavilion Beach Front - Sandy Point State Park
- Lake Presidential Golf Club
- Piney Point Beach
- Lane Beach
- Brownies Beach
- Chesapeake Beach Water Park