Family-friendly vacation rentals in Middlesex County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Middlesex County

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

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Guest favorite

Home in Deltaville

4.99 out of 5 average rating, 101 reviews

Camp Rappahannock - Deltaville Waterfront Living

Feel your troubles melt away as you drive down the quarter mile lane to your secluded water-front farm house, perched on a private knoll overlooking 1,000 yds of waterfront on Sturgeon Creek in Deltaville. BYOB—bring your own boats-- to tie to your private dock, with depth at low tide of approximately 4’. Canoe, kayaks, paddle boards, and fishing tackle/crab pots are available for loan. Savor sunset cocktails on your large water-front screened porch, at the firepit, or down on the waterfront.

Dec 24 – 31

G$99,069 GYD per night

Superhost

Home in Lancaster

4.5 out of 5 average rating, 14 reviews

Family fun! Pool, dock, hot tub, walk to marina!

Peaceful get away on the sandy shores of the Corrotoman "Rivah" full of water activities. Fast WiFi, private saltwater pool, kayaks, canoe, private sand beach, hot tub, full kitchen, pool table, firepit, deck with grill, outdoor dining tables. Deep water dock bring or rent a boat. Yankee Point Marina offers boat rentals, live music & restaurant w/in walking distance! Ride free ferry into Kilmarnock for shopping, restaurants & wineries. Kayak with dolphins or watch Rock fish on end of the dock!

Dec 13 – 20

G$109,549 GYD per night

Guest favorite

Home in Deltaville

5.0 out of 5 average rating, 104 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

Oct 27 – Nov 3

G$73,362 GYD per night

Superhost

Home in Topping

4.84 out of 5 average rating, 75 reviews

The Oyster Bed at Merroir

Guests can enjoy a relaxing stay on the famed "Middle Peninsula" in the quiet countryside near Topping, VA. This home is a perfect getaway for families, friends, boaters, history buffs, and, particularly, oyster lovers. The Oyster Bed is just a short stroll from our award-winning, river-front tasting room, Merroir, as well as the oyster operation that started it all, Rappahannock Oyster Co. Guests can dine at Merroir for lunch and dinner or chose to grill or cook at the house.

Nov 6 – 13

G$40,086 GYD per night

Superhost

Home in Urbanna

4.95 out of 5 average rating, 22 reviews

Rivah Tyme

Come to the Rivah! Enjoy this cozy home in the very quaint town of Urbanna Va. Relax and kick back in this special spot- listen to the birds from the back deck or read a book on the covered front porch swing. Walk to shops, and restaurants -bring your boat- close Marina- lots of character and charm- come experience Urbanna, Va- Make many memories- (airbnb does not collect the local tax requirement upfront-2% tax due at time of check out.

Oct 23 – 30

G$48,126 GYD per night

Guest favorite

Home in Jamaica

4.91 out of 5 average rating, 55 reviews

Waterfront Sandy Beach Retreat near Urbanna

It is not just a vacation rental.... it is a special place...paradise! Come and enjoy the amenities of this island retreat home with open views of the Rappahannock River, just 15 minutes from Urbanna. Enjoy relaxing on the pier and watching the osprey come and go with their offspring or on occasion see the dolphin pass by! Bring your fishing poles because the fishing here is amazing! We have a large sandy beach and the sand extends into the river, no mucky bottom!

Jan 11 – 18

G$71,144 GYD per night

Home in Irvington

4.73 out of 5 average rating, 153 reviews

Charming private cottage in heart of Irvington!

Enjoy the use of the entire house & our 1/2 acre yard and patio. Stay connected with our high-speed Internet! We have a gas fireplace for the ultimate in winter coziness - and it’s remote-controlled. The house is about a 1/4 mile from the town's restaurants & is near wineries, shopping, wedding venues, parks & small sand beaches. The house was featured in "The Houses of Irvington: Architecture of an American Village" & Virginia Living Magazine.

Oct 9 – 16

G$39,680 GYD per night

Guest favorite

Cottage in Gwynn

4.96 out of 5 average rating, 200 reviews

Mystic Seahorse Cottage & game room

Welcome to our quiet corner of Gwynn’s Island! It may be cool outside but you can relax inside with a movie, hang out in the heated game room, warm up around the firepit, or take a walk to the beach. The cottage is clean and stocked with everything you need for a relaxing visit. Drive 10 minutes to Mathews for great restaurants and shopping, or an hour to Yorktown, Jamestown and Williamsburg. Come relax and enjoy some Island Time with us!

Jul 21 – 28

G$33,959 GYD per night

Guest favorite

Home in Kilmarnock

4.93 out of 5 average rating, 92 reviews

Waterman's Waypoint

Waterman’s Waypoint is a newly renovated, pet friendly 3 bedroom waterfront home located on Prentice Creek. The perfect serene getaway, the property is 3 miles from the town of Kilmarnock, Virginia. There is a private dock and boat ramp perfect for personal watercraft and a deep water slip to accommodate up to a 60’ yacht. New in 2021, Adirondack Chairs, a new Fire Pit and new mattresses on the twin beds.

Jan 11 – 18

G$71,593 GYD per night

Guest favorite

Cottage in White Stone

4.97 out of 5 average rating, 77 reviews

LoveShack Cottage

My place has its own private beach and breathtaking panoramic views of the Chesapeake Bay. LoveShack is close to Boating, Fishing, Sailboats, Oysters, Jumbo Blue Crab, Top rated Golf Courses, Fine Dining, Antique Shops, and Parks. You’ll love my place because of it is the best place to be this side of Heaven. My place is good for couples, solo adventurers, families (with kids), and furry friends (pets).

May 29 – Jun 5

G$91,033 GYD per night

Guest favorite

Home in Lancaster

4.99 out of 5 average rating, 211 reviews

Rivah View

Relax by the "Rivah" in this remodeled three bedroom river view home located at 949 Teague Road, Lancaster, VA. Enjoy all the comforts & amenities of home while watching beautiful sunsets on the Rappahannock River. Our property is pet friendly. Private dock with fish light, boat ramp, and kayaks on site for guest use. Belle Isle State Park is located 2 miles from the property.

Jan 30 – Feb 6

G$33,235 GYD per night

Guest favorite

Cottage in Lancaster

4.93 out of 5 average rating, 134 reviews

Summerfield Guest Cottage

Enjoy your own private river front cottage . Perfect for a week or weekend get away. Watch beautiful Rappahannock River sunsets from your front deck. Cottage has all the comforts of home with fireplace, dishwasher, front and covered back decks. Belle Isle State Park is near by with boat, kayak and paddle board rentals and lots of open land with trails.

Jan 7 – 14

G$49,595 GYD per night