Holiday rentals in Woolwich Township

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Top-rated holiday rentals in Woolwich Township

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Top guest favourite

Home in North East

4.96 out of 5 average rating, 46 reviews

Boho River Cottage

A Chesapeake Bay getaway located on the North East River. The renovated cottage sleeps 4 people with secluded backyard gardens. The cottage includes water access, kayaks, bikes, and a SUP board. Explore the town of NE to shop and dine in the region's top restaurants. Minutes from Elk Neck State Park which offers hiking, fishing, bird watching, and mountain biking. Visit the lighthouse, Havre de Grace, Hollywood Casino, or relax & catch a sunset with a cool breeze coming off the North East River.

Top guest favourite

Cottage in North East

5 out of 5 average rating, 29 reviews

Charming Waterfront Cottage w Private Boat Dock

Welcome to The Dabbling Duck! Located on the beautiful North East River, this waterfront cottage is a little slice of Chesapeake paradise. Guests have access to a private dock for boating, fishing, paddle sports, or relaxing to picturesque surroundings. Hiking, biking, and wildlife enthusiasts love the close proximity to over 5,000 acres of pristine nature. For the traveler in search of antiques, delicious eastern shore fare, or live music, Main Street and Nauti Goose are only a short walk away.

Top guest favourite

Flat in Chesapeake City

5 out of 5 average rating, 16 reviews

The Pearl: a 70s vibe, hip/cozy

The Pearl is located in the heart of historic Chesapeake City; just steps from all the boutiques, restaurants & nightlife with a lovely view of the C&D Canal. It's cozy, but functional with 2 workspaces, 2 bedrooms & all the amenities you'd want in your home away! We provide a Nespresso machine & excellent coffee, snacks, sparkling water, full kitchen,etc. It's got a 70s vibe, an eclectic combo of euro/scan/boho hip! It's not your usual Victorian spot. Come stay with us, you won't regret it!

Guest favourite

Home in Bridgeton

4.98 out of 5 average rating, 165 reviews

Serene Lake House with private pool and views!

Welcome to your very own Lakeside paradise! Picturesque enough to feel like a real getaway, but cozy just like home. Featuring a private pristine, heated swimming pool (open May 15-Sep 14), a 6 person hot tub (open Sep 17-May tbd) and stunning views, you will not be disappointed! Tons of room to spread out: huge living room with fireplace, screened-in porch, two outdoor fire pits, and several sitting areas. There are plenty of ways to relax and unwind. Enjoy your next getaway at Sunset Lagoon!

Guest favourite

Townhouse in Elkton

4.92 out of 5 average rating, 62 reviews

Bright and airy townhome with outdoor seating

This beautiful end unit townhouse with natural sunlight in every room. Enjoy the airy atmosphere with plenty of room to entertain but quiet enough to relax and get away. 5 Minutes from a variety of restaurants, University of Delaware, close to major highways, and best of all only 15 minutes from tax-free shopping mall in Delaware!!! Highlights: Two spacious bedrooms with full ensuites, deck right off the living room, desk by the large bay windows. Fully fenced in back yard for furry friends.

Guest favourite

Flat in Bryn Mawr

4.93 out of 5 average rating, 258 reviews

+Restaurants Coffee Colleges+ Bryn Mawr Has It All

Welcome to Bryn Mawr, Pennsylvania! This comfortable 2nd floor apartment layout is cozy whether you are by yourself or in town with a large family of 7. It has an eat in kitchen for enjoying takeout or preparing a meal yourself. Each back bedroom comfortably fits 2 people for sleeping, the front br has a single bed, and the living room sofa doubles as a pull out couch. With ROKU on the TV you have an instant entertainment center. Wake up to free hot coffee prepared in the Keurig coffee maker.

Guest favourite

Guest suite in Center City

4.92 out of 5 average rating, 419 reviews

Center City: Safe, Private, Walkable!

Beware of unlicensed AIRBNBs! This one is Philly-approved! LITERALLY THE CENTER OF IT ALL. LOCATION! LOCATION! LOCATION! Permit Number ZP-2021-008507 Newly-remodeled room, registered Historic Landmark home in Center City (12th & Pine) with private entry (no shared entrance to your space). Private bathroom (Stall shower/vanity), twin bed, and desk. Ideal for lone traveler. Very small, perfect for on-the-go person. Mini-fridge. Microwave. AppleTV. Keurig. WiFi. No kitchen. No washer/dryer.

Guest favourite

Flat in West Philadelphia

4.86 out of 5 average rating, 166 reviews

King size bed condo all cherry wood cabinets/floor

You'll have a great time at this comfortable place to stay plus its very private no one will even know where you are it's a little hideaway, Real secrets are kept here stay here and never leaves. this place is steamed after every visit and clean from top to bottom unlike some hotels that Rush just to get the other guest in. It's always been two guest but as of lately most people want to bring an extra person so I add three however if booking for 3 the 3rd person have to take the couch.

Guest favourite

Guest house in Chesapeake City

5 out of 5 average rating, 163 reviews

High-End Cottage, Water View, Chesapeake City, MD

"Fairwinds Cottage" is a newly renovated coastal themed guest cottage with a water view on the quiet side of the canal in Chesapeake City, Maryland. Enjoy watching the ships pass through the canal, take a walk on the beautiful 17-mile Ben Cardin/Mike Castle Recreational Trail just steps from the house. Walk to Schaefer's Canal House for their amazing crab cakes and libations. Stay with us and learn why Chesapeake City was voted the #1 most charming town in Maryland in 2018.

Guest favourite

Home in Elkton

4.84 out of 5 average rating, 360 reviews

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark & UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio t w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc.

Superhost

Flat in Chestnut Hill

4.77 out of 5 average rating, 207 reviews

Beautiful 1 Bedroom in the Heart of Chestnut Hill

Welcome to our quiet, lately renovated apartment just steps from historic Germantown Avenue in the heart of Chestnut Hill. This charming neighborhood offers a perfect blend of tranquility and convenience, with Pastorius Park and all the local shops, cafes, and attractions. The apartment features a spacious, open floor plan with a fully equipped kitchen, a cozy living area, a restful bedroom, and a private entrance—all designed to make you feel right at home.

Guest favourite

Tiny home in North East

4.73 out of 5 average rating, 86 reviews

Cozy Log Cabin on the Bay at Sandy Cove

Tiny Home Nestled in the woods, this 600 sq ft, Conestoga Log Cabin is cozy & rustic, yet meets all of your needs. Sleeps 6-8 - Bedroom w/ a double bed - Bedroom w/ bunk beds - Open loft w/ 2 single beds - Living area with a futon - Kitchenette - Dining area - WiFi and a smart TV Stunning Location Sandy Cove is a Christian retreat center with 200+ acres on the headwaters of the Chesapeake Bay, offering beautiful views in all seasons.