
Family-friendly holiday rentals in Algonquin
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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”.
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Nature's Rest in Church Creek
Nature's Rest is located just minutes from Blackwater Wildlife Refuge, The Harriet Tubman Museum, Blackwater Adventures! Boat ramps are close by for easy access to the Chesapeake Bay and its tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.
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Madison Nature Getaway
We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.
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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+
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Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.
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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.
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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.
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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.
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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!
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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.
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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!
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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.
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Popular amenities for Algonquin family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront Oasis! Hot tub! 2+ acres - Sleeps 8
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Private Waterfront Home W/ Hot Tub, Dock & Kayaks
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Cottage on Solitude Creek, Hot Tub, Pool & Firepit
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Cozy Cottage, Hot Tub, BlockToBeach, 1hr to DC
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Starboard on McKeil Point, w/heated pool & hot tub
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Kone Oasis- hot tub, pool, theater/game rm.
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Chester Riverfront At Kent Narrows
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Waterfront 4-BR home w/ hot tub & charging station
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Family- and pet-friendly home rentals

Relaxing Water Views - Mill Creek Cottage
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Hideaway on the Bay: Waterfront Vintage A Frame
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Waterfront-View of Bay from your Bed
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Church Creek Charm (Close to Blackwater!)
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Canary Pointe-A popular getaway for 2!
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Blue Crab Cottage: Remote+Nature+Fishing+Views
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Waterfront home, private dock
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Annapolis Garden Suite
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Family-friendly home rentals with a pool

Boutique by the Bay
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Rosses Chance Guest House
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Beautiful Kent Island Getaway with Pool
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Historic Rousby Hall, Waterfront, Pool, Beach
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Miles Aweigh
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Coastal Waterfront 1 Bedroom Cottage
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Waterfront, 3 Beaches, Dock + Kayaks, Potomac
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3 bedroom home with pool and game room
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Destinations to explore
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- FedExField
- Breezy Point Beach & Campground
- United States Naval Academy
- Six Flags America
- Downtown Annapolis Partnership
- Annapolis City Dock
- Gerry Boyle Park
- Quiet Waters Park
- Navy–Marine Corps Memorial Stadium
- Calvert Marine Museum
- Killens Pond State Park
- Westfield
- Salisbury Zoo
- Chesapeake Beach Water Park
- Chesapeake Bay Maritime Museum
- Terrapin Nature Park
- Leonardtown Wharf
- Great Frogs Winery
- Suicide Bridge Restaurant
- Layton's Chance Vineyard and Winery
- General's Ridge Vineyard
- William Preston Lane Junior Memorial Bridge





