
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.

Little Slice of Cambridge. 2 bedroom, pet friendly
You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Blackwater Tiny Cabin on Snakehead Creek
The Solar Powered Tiny Cabin is located on a farmette, making your visit even more memorable! Just a 5 min drive from Blackwater Refuge! It's an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! The Tiny Cabin is located steps away from Pitcher Dam Creek, leading to Little Blackwater! Kayaks on site! Bring your fishing rod to catch Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining! *BOOKING PARTY MUST BE 21 yrs+

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

The Little House on the Farm, Water Access
Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

Peaceful Historic House Near Water, with Hot Tub!
Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Osprey's Retreat Waterfront w/ private beach/dock
Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Waterfront Getaway with Dock
Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

The Loft at Sailor's Retreat. Waterfront Apartment
Romantic waterfront loft for couples in a charming barn. Relax in a cozy king bed, enjoy a full bath, and cook in a well-equipped country kitchen. Sip wine or coffee on your private balcony overlooking the water, or explore the creek with kayaks and paddleboards. Share the pool (Apr–Oct), lawn games, and game room with one other unit. Perfect for a peaceful getaway to unwind and reconnect. Designed as an adults-only retreat—no children please.

Waterfront, Private Pier, Sleeps 10, 4 bedrooms
Escape to our waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure for everyone. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

High St. Art Gallery Suite
This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.

Great Historic Cambridge Home With Parking!
This is a beautifully renovated home three blocks from the Choptank River. It's three finished levels and will easily accommodate a large group. This is a short walking distance to downtown Cambridge. I use this as a weekend getaway and make it available when I know I will not be there. It has been lovingly renovated and decorated with that in mind.
Popular amenities for Algonquin family-friendly rentals
Family-friendly home rentals with a hot tub

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Waterfront Oasis! Hot tub! 2+ acres - Sleeps 8

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Peace Point - Waterfront, Secluded, Home w/hot tub

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU

Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC

Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views
Family- and pet-friendly home rentals

Nature's Rest in Church Creek

Hideaway on the Bay: Waterfront Vintage A Frame

La Casita on Harris Creek, St. Michaels

Church Creek Charm (Close to Blackwater!)

Annapolis Garden Suite

The Little Anchor Cottage, St. Michaels, MD

Waterfront-View of Bay from your Bed

Relaxing Water Views - Mill Creek Cottage
Family-friendly home rentals with a pool

Historic Rousby Hall, Waterfront, Pool, Beach

Rosses Chance Guest House

True St. Michaels 6 Acre Waterfront w/heated pool

Boutique by the Bay

Patuxent River View

Private Art-Filled Guesthouse near Naval Academy

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Waterfront, Pool + Beach, Dock + Kayaks, Potomac
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Ocean City Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- House rentals Algonquin
- Rentals with a fire pit Algonquin
- Rentals with a fireplace Algonquin
- Rentals with a patio Algonquin
- Pet-friendly rentals Algonquin
- Rentals with a washing machine and dryer Algonquin
- Rentals with outdoor seating Algonquin
- Family-friendly rentals Dorchester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- FedExField
- Breezy Point Beach & Campground
- Six Flags America
- United States Naval Academy
- Annapolis City Dock
- Downtown Annapolis Partnership
- Gerry Boyle Park
- Quiet Waters Park
- Navy–Marine Corps Memorial Stadium
- Killens Pond State Park
- Calvert Marine Museum
- Westfield
- Salisbury Zoo
- Chesapeake Beach Water Park
- Chesapeake Bay Maritime Museum
- Terrapin Nature Park
- Leonardtown Wharf
- Great Frogs Winery
- Suicide Bridge Restaurant
- General's Ridge Vineyard
- Layton's Chance Vineyard and Winery
- William Preston Lane Junior Memorial Bridge





