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Kid-friendly vacation rentals in Delmarva Peninsula

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Delmarva Peninsula

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

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Tiny home in Cambridge

4.89 out of 5 average rating, 499 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

Jul 9 – 16

G$17,583 GYD per night

Farm stay in Madison

4.98 out of 5 average rating, 164 reviews

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.

Mar 23 – 30

G$25,828 GYD per night

Tiny home in Accomac

4.93 out of 5 average rating, 441 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 Starlink WIFI. • Proud Superhost for 10+ years!

Sep 12 – 19

G$25,695 GYD per night

Farm stay in Onancock

4.99 out of 5 average rating, 177 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Jan 9 – 16

G$37,204 GYD per night

Apartment in Greenwood

4.97 out of 5 average rating, 481 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Nov 17 – 24

G$17,171 GYD per night

Cottage in California

4.97 out of 5 average rating, 195 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has been completely remodeled. The open floor plan allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum and St. Leonard Volunteer Fire Department featuring live concerts by top name bands.

Mar 1 – 8

G$18,547 GYD per night

Apartment in Frederica

4.97 out of 5 average rating, 259 reviews

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

Apr 19 – 26

G$18,455 GYD per night

Home in Cape Charles

4.99 out of 5 average rating, 104 reviews

Modern Private Beach House close to Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

Dec 6 – 13

G$141,093 GYD per night

Guesthouse in Easton

4.99 out of 5 average rating, 547 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for two individuals (No children under 8 years of age.), and please limit your visit to one vehicle only.

Dec 17 – 22

G$30,018 GYD per night

Barn in Selbyville

5.0 out of 5 average rating, 149 reviews

Ranch Stay- Farm Animals, Jacuzzi, Arcade, Beaches

Welcome to the Swedish Cowboy, your perfect place to escape the daily grind and experience something truly unique! This BARNDOMINIUM home is just minutes from a waterpark, beaches, boardwalks, and features an entire barnyard of fuzzy and feathered animals ready to meet you! You will enjoy amenities like a relaxing jacuzzi, a 5-foot tall arcade, toys for the kids and tons of nearby restaurants. Staying at Cowtown Cabins is like having two vacations rolled into one!

Nov 6 – 13

G$25,419 GYD per night

Cottage in Onancock

4.97 out of 5 average rating, 198 reviews

Escape to the Eastern Shore - Upscale Waterfront

A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles

Nov 24 – Dec 1

G$37,713 GYD per night

Guest suite in Chincoteague

4.93 out of 5 average rating, 229 reviews

Baywatch North-Waterfront & Roaming Ponies

This is a lovely space! 2 queen bedroom unit decorated with coastal charm, each with a door to the outside. Make-shift kitchen with microwave, small fridge, stoked Keuring coffee and tea bar, patio cooking area shared with upstairs unit, bbq grill, fantastic view, beach items, plenty of parking, private lane, very quiet out of the way of everything, super laid back host living in the other portion of the house. Labrador and cat on premises, ponies on premises!

Dec 7 – 14

G$16,428 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Delmarva Peninsula kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

Home in Cambridge

4.89 out of 5 average rating, 111 reviews

Dorothy's Chesapeake Delight

Oct 19 – 26

G$30,948 GYD per night

Home in Chincoteague Island

4.97 out of 5 average rating, 179 reviews

★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★

Feb 26 – Mar 5

G$29,541 GYD per night

Home in Chincoteague

4.94 out of 5 average rating, 297 reviews

Seas the Day Getaway~Pool ~near Waterfront Park

Sep 30 – Oct 7

G$38,199 GYD per night

Home in Cambridge

4.92 out of 5 average rating, 181 reviews

Guest House: Farm homestead

Jun 24 – Jul 1

G$26,045 GYD per night

Home in Reedville

4.98 out of 5 average rating, 120 reviews

Sunkissed Cottage-private, natural waterfront home

Aug 22 – 29

G$33,491 GYD per night

Home in Parsonsburg

4.84 out of 5 average rating, 122 reviews

Forest Grove Retreat

Feb 13 – 20

G$25,210 GYD per night

Home in Fruitland

4.97 out of 5 average rating, 116 reviews

Amazingly convenient yet secluded.

May 10 – 17

G$31,671 GYD per night

Home in Lusby

5.0 out of 5 average rating, 111 reviews

Historic Rousby Hall, Waterfront, Patuxent River

Jun 27 – Jul 4

G$184,584 GYD per night

Kid-friendly apartment rentals

Apartment in Dewey Beach

4.96 out of 5 average rating, 139 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

Nov 14 – 21

G$24,409 GYD per night

Apartment in Milton

4.96 out of 5 average rating, 133 reviews

Beachin' Inn Milton

Sep 9 – 16

G$24,894 GYD per night

Apartment in Salisbury

4.9 out of 5 average rating, 168 reviews

Private Luxurious One Bedroom Apartment

Apr 8 – 15

G$29,347 GYD per night

Apartment in Lexington Park

5.0 out of 5 average rating, 316 reviews

Adorable Waterfront Apartment Weekend Getaway

Dec 26 – Jan 2

G$18,371 GYD per night

Apartment in Church Creek

4.97 out of 5 average rating, 372 reviews

Church Creek Natures' Rest

Feb 16 – 23

G$27,426 GYD per night

Apartment in Lexington Park

4.97 out of 5 average rating, 511 reviews

Historic St. Mary's City, MD

Apr 7 – 14

G$23,737 GYD per night

Apartment in Berlin

4.94 out of 5 average rating, 154 reviews

Lovely 2 bedroom overlooking Main St.

Dec 14 – 21

G$31,701 GYD per night

Apartment in Frankford

4.98 out of 5 average rating, 123 reviews

Cozy Cottage Getaway

Oct 11 – 18

G$31,374 GYD per night

Kid-friendly condo rentals

Condo in Ocean City

4.94 out of 5 average rating, 169 reviews

Gorgeous Oceanfront Condo- Beach, Pool, Hot Tub!

Dec 16 – 23

G$28,017 GYD per night

Condo in Ocean Pines

4.96 out of 5 average rating, 109 reviews

Waterview Retreat

Nov 10 – 17

G$28,962 GYD per night

Condo in Ocean City

4.93 out of 5 average rating, 169 reviews

Coastal and Bright Oceanfront Condo

Jan 9 – 16

G$29,352 GYD per night

Condo in Ocean City

4.99 out of 5 average rating, 101 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

Mar 28 – Apr 4

G$32,277 GYD per night

Condo in Ocean City

4.97 out of 5 average rating, 227 reviews

Direct Oceanfront with a View and Amenities Galore

Nov 27 – Dec 4

G$38,080 GYD per night

Condo in Ocean City

4.97 out of 5 average rating, 237 reviews

Bluewater Couples Escape

Oct 20 – 27

G$21,955 GYD per night

Condo in Ocean City

4.94 out of 5 average rating, 206 reviews

Awesome mid-town OC Location! Steps to the Beach!

Dec 6 – 13

G$21,670 GYD per night

Condo in Ocean City

4.99 out of 5 average rating, 175 reviews

Direct Oceanfront close to Northside Park!

Nov 17 – 24

G$25,295 GYD per night

Destinations to explore