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Family-friendly vacation rentals in Chincoteague

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chincoteague

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Home in Rehoboth Beach

4.79 out of 5 average rating, 658 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Cottage in Onancock

4.95 out of 5 average rating, 152 reviews

A "True" Chesapeake Bay Waterfront Experience!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

Rental unit in Lexington Park

4.97 out of 5 average rating, 545 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Townhouse in Ocean City

4.97 out of 5 average rating, 397 reviews

Edgewater Escape - Bayfront Condo w/Private Porch

Welcome to our "Edgewater Escape." These buildings were built in the 1960's and literally hang entirely over the bay in downtown in Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a king sized bed and the downstairs couch pulls out into a comfortable queen bed. Full size kitchen with microwave, fridge, electric range, and coffee maker. Located on 7th street, over the bay :)

Tiny home in Accomac

4.93 out of 5 average rating, 471 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast WIFI. • Proud Superhost for 10+ years!

Home in Crisfield

4.96 out of 5 average rating, 277 reviews

Cozy Home near Waterfront in Crisfield, MD

Our home is close to great views, restaurants and shopping, the beach and family-friendly activities. You’ll love the sunsets over the water and viewing working boats in the harbor. Great for couples, solo adventurers, business travelers, and families (with kids). Beach is walking distance and the boat launch is 1/2 mile away. New library, playground, fishing, crabbing and gorgeous sunsets are all close by. Owners live only 15 minutes away for anything you may need.

Home in Chincoteague Island

4.91 out of 5 average rating, 198 reviews

We’ve Thought of Everything So You Can Relax!

Relax and enjoy nature in our home with a light and airy coastal feel in every room. Get away from the sights and sounds of traffic and city chaos in our private, secluded cul-de-sac location. Take a peek at the water through the trees from our private, second floor deck. Listen to the song birds, ducks, toads and frogs all flourishing in the undeveloped lots surrounding our property.

Home in Lusby

5 out of 5 average rating, 133 reviews

Historic Rousby Hall, Waterfront, Patuxent River

*Heated pool open to 11/11/24* Rousby Hall is located on the Patuxent River, outside of Solomons Island with a view of the river's opening to the Chesapeake Bay. The 16-acre property is adjacent to our very private conservation area that borders our 300-foot private beach. The year-round property has a pier, and in-ground pool (May-November 11th) with amazing river views.

Rental unit in Exmore

4.87 out of 5 average rating, 176 reviews

Private Entrance Apartment on the Chesapeake

We follow CDC recommendations for cleaning and disinfecting the space. One bedroom apartment (sleeps 4) situated above the main house garage w/separate and private access. Includes kitchen & full bath. House is situated on a quiet private beach overlooking the Chesapeake Bay. Enjoy fishing, swimming, evening bonfires+. Main house accommodates 6+ (separate listing).

Cabin in Deltaville

4.97 out of 5 average rating, 279 reviews

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS. Parking for 1 car.

Home in Lusby

4.99 out of 5 average rating, 287 reviews

Cove Point Beach Cabin

My place is close to shopping, restaurants and dining in Lusby and Solomons Island, the Chesapeake Bay, and family-friendly activities. You’ll love my place because of the comfy beds, the coziness, and the views. My place is good for couples, solo adventurers, business travelers, and families (with kids). No pets allowed.

Home in Chincoteague

4.95 out of 5 average rating, 111 reviews

Chincoteague Island Blue Pearl

Welcome to the Blue Pearl. Built in the roaring 20’s this quaint 2 bedroom 2 bath home will take you back to a simpler time . Our island home has been renovated to provide an open and airy feeling while keeping its old world charm. Located one block from downtown shops and restaurants are just a short stroll. No pets!

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Chincoteague family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Bethany Beach

4.93 out of 5 average rating, 296 reviews

Sea Colony Premier Family Resort

Rental unit in Bethany Beach

4.87 out of 5 average rating, 135 reviews

Sea Colony Beach And Tennis Resort

Condo in Bethany Beach

4.89 out of 5 average rating, 173 reviews

Beautiful Bethany Beach-View Condo

Villa in Ocean View

4.9 out of 5 average rating, 146 reviews

3 BR 1st floor condo, near beach, resort community

Condo in Rehoboth Beach

4.96 out of 5 average rating, 155 reviews

Classy Beach Getaway

Home in Ocean View

4.9 out of 5 average rating, 42 reviews

Dog Friendly! Hot Tub, Beaches, Quiet location!

Townhouse in Bethany Beach

4.93 out of 5 average rating, 109 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

Family- and pet-friendly home rentals

Home in Bethany Beach

4.94 out of 5 average rating, 109 reviews

Bethany Beach 116 5th St Oceanblock

Home in St Michaels

4.85 out of 5 average rating, 118 reviews

Premier St Michaels Cottage- In Town Location

Home in Deltaville

4.83 out of 5 average rating, 175 reviews

The Little House at Waveland

Townhouse in Dewey Beach

4.89 out of 5 average rating, 108 reviews

McKinley Duplex

Home in Ocean City

4.94 out of 5 average rating, 234 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Home in Wachapreague

4.89 out of 5 average rating, 108 reviews

Private House 4BR -Eastern Shore VA Wachapreague

Guesthouse in Lewes

4.95 out of 5 average rating, 189 reviews

Very private and cozy, Country Cottage

Condo in Dewey Beach

4.84 out of 5 average rating, 192 reviews

On the Bay, Private Beach-Boat Slip

Family-friendly home rentals with a pool

Townhouse in Rehoboth beach

4.94 out of 5 average rating, 169 reviews

Modern Beach Vibe - Rehoboth Beach

Cabin in Saint Michaels

4.99 out of 5 average rating, 106 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

Home in Berlin

4.79 out of 5 average rating, 193 reviews

OC, Md great amenities in community, near beaches

Home in Rehoboth Beach

5 out of 5 average rating, 185 reviews

Beautiful Beach House in Rehoboth

Townhouse in Ocean City

4.91 out of 5 average rating, 209 reviews

Beach Paradise II - Beach Home and Broad Marsh OC

Condo in Rehoboth Beach

4.82 out of 5 average rating, 367 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

Condo in Rehoboth Beach

4.98 out of 5 average rating, 197 reviews

Comfy and Convenient 2 bedroom/2 bath condo

Townhouse in Bethany Beach

4.84 out of 5 average rating, 350 reviews

Spacious Bethany Beach Retreat

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

Total rentals
570 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
170 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
440 properties have a dedicated workspace

Destinations to explore