Family-friendly holiday rentals in Tuckahoe

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

Waterfront | Sunsets | 2Br | Peaceful | Firepit

Just steps away from the Delaware Bay beach. View sunsets every night from your second floor deck. Built in 2025 enjoy our new two bedroom, one bathroom, open concept living room/kitchen/dining apartment. Located 15 minutes from Cape May & Wildwood. Plenty of Wineries and Breweries within 10 miles. We are located on the “Flats,” when the tide goes out it leaves pools of water for many birds fish. We are not able to host service dogs, our dog is not dog friendly. We are smoke free. WiFi

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)

The Carriage House: Beautiful Farmland Views.

The Carriage House is the second floor of our cedar stables that was turned into an apartment years ago. It has been completely redone and professionally decorated to make it a cozy + luxe retreat with beautiful views. While we no longer use the stables to house animals we still keep a few head of cattle + sheep in the pasture for your enjoyment. The wall of windows along the back of the apartment offer you the most stunning views of the surrounding farmland and an unforgettable sunrise.

Converted Bus overlooking Amish Farmland

This converted bus parked on our property provides a unique way to experience Lancaster County. Located in Amish country & about 10 minutes from great shopping, guests can wake up to peace, quiet and a countryside view. With a full-size bed as well as couches that easily convert into a King-sized bed, the bus is a great getaway for couples, friends, and families! FYI: read full listing for information. This is a glamping experience. Please don’t book with the expectation of a hotel stay.

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 ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Conowingo Creek Casual

Kick back and relax in this handicap accessible, clean and stylish country charm efficiency apartment, complete with two outdoor seating spaces, walking paths and beautiful scenery located in rural southern Lancaster County. The area is surrounded by country and Amish charm with nearby hiking trails, while a 30 minute drive will have you in downtown historic Lancaster City where you can stroll, shop and on Tuesday, Friday and Saturday visit the historic Central Market.

Funky Private Attic Apartment in Honey Brook

A private one bedroom attic apartment - perfect for a weekend getaway or solo time 🫶🏼 *please be aware that this property is alongside a main road, so if traffic noise bothers you, this may not be the right fit Located in the Borough of Honey Brook & just a mile from September Farm Cheese Shop & wonderful thrift stores! Pickleball courts within walking distance in local park. Paddles and balls provided. Lancaster County Tourist towns - within 25 min.

Quarry Landing • River Views in Historic Town

Enjoy easy access to everything from this perfectly located home. Quarry Landing is a turn-of-the-century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland), perfect for couples or families. Great location in a safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more.

Historic Downtown Merchant's Home - Beittel House

*please read entire listing before booking* This historic home is a fantastic space filled with sunlight and the kind of charm that you can only gain from over 148 years in existence. It is located in a building that we own and is directly above our boutique retail store. The center city location (almost everything is walkable) is perfect for travelers, so we renovated it into a guest house!

Green Sanctuary-Pvt Apt for Quiet Rest

Green Sanctuary is the second floor apartment B in a two unit apartment building. It is a bright cheerful one bedroom unit with a large covered balcony located on the grounds of the famous Egyptian house. The apartment is comfortable for 2 people but will accommodate 4 with the living room couch converting to a bed. The property is conveniently located with plenty of off street parking.

Charming cottage on 50 acre Chester County farm

Frog Hollow Cottage is a newly renovated getaway located in the heart of the Chester County’s rolling farmland and equestrian community. Overlooking beautiful pastures, the cottage was formerly the large painting studio of Delaware Valley artist Peter Sculthorpe. The studio has been re-imagined as a peaceful retreat for families, friends and couples.