Vacation rentals in Greenwood

4.93 out of 5 average rating, 208 reviews

Guest suite in Lincoln

Nicencozy, near DE Turf, Bayhealth, beaches, AFB

Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

4.93 out of 5 average rating, 219 reviews

Apartment in Dewey Beach

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

Enjoy all of Dewey Beach at this delightful 1 BR, ground floor, apartment on the north side of town. 1.5 blocks to the beach, and 3 blocks to the start of restaurants and music venues. Quiet, relaxing location on a side street. Perfect for a small family or group of 4 friends! Custom self check-in keypad code for Private Entry sent upon booking. Professionally cleaned + bed made before your stay. 4 beach chairs, 1 on-property parking spot + 1 free Street Parking Passes provided at no charge!

4.93 out of 5 average rating, 125 reviews

Home in Denton

Mallard Landing Townhouse

Welcome to Maryland’s Eastern Shore and your own private townhouse in a quiet and peaceful neighborhood. You’ll be conveniently located less than an hour to the beaches, with short travel to Easton, Dover, D.C. and Baltimore. But why bother traveling when your in the beautiful historic town of Denton and all it has to offer with many up and coming stores, restaurants, and many other sights to enjoy including the Choptank River, Martinak State Park, Tuckahoe State Park, and historic downtown.

4.97 out of 5 average rating, 578 reviews

Apartment in Greenwood

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)

4.96 out of 5 average rating, 303 reviews

Apartment in Frederica

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!

4.99 out of 5 average rating, 136 reviews

Apartment in Frederica

Entire 1-Bedroom apt. - Private entrance in home

This centrally located, clean, 2nd floor apartment in our home is the perfect place to rest. Features very large bedroom with a new king bed with a hybrid mattress, and spacious living room with a queen size pull out couch. Well equipped kitchen with toaster oven, electric skillet, countertop burner, microwave, and coffee makers. Only 3 mi. to DE Turf, 15 mi. to Dover, and 30 mi. to the beaches! There are open stairs, so not appropriate for small children. Well-behaved pets welcome.

4.9 out of 5 average rating, 142 reviews

Apartment in Milford

Luxury 2 bedroom Apt. Near DE Turf & Beaches!

This brand new 2 bedroom apartment is right in the heart of downtown Milford, walking distance from local boutiques, night life & restaurants. Our apartment is dog & family friendly! We are located 20 minutes from beaches and shopping & about 10 minutes from the DE turf complex! We own a local restaurant & distillery (EasySpeak) and I restaurant called Fondue. where you'll receive 20% off at during your stay! WE ARE PET FRIENDLY READ RULES IN "THE SPACE SECTION" BEFORE BOOKING

4.96 out of 5 average rating, 172 reviews

Apartment in Milton

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

4.82 out of 5 average rating, 164 reviews

Home in Georgetown

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

4.81 out of 5 average rating, 202 reviews

Home in Milford

Poe Themed Home Close to Beaches and DE Turf

Looking for a unique stay in Delaware? Check out our Edgar Allan Poe themed house. 3 bedrooms and 1 full bath in an historic house built in the late 1800’s. In the heart of beautiful downtown Milford, you’ll be able to walk to coffee shops, restaurants and the historic Riverwalk. **THERE IS NOT A FULL KITCHEN IN THIS UNIT, just a very basic kitchenette. There is a microwave, keurig coffee maker, refrigerator, and toaster oven available for your convenience.

4.97 out of 5 average rating, 177 reviews

Guesthouse in Milton

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

4.79 out of 5 average rating, 125 reviews

Home in Greenwood

Country Retreat - 2BR apartment; day trip to beach

Have fun and relax in your beautiful countryside retreat. This 2 bedroom apartment is nestled in woods- enjoy peace and quiet. Separate parking, walkway, patio & entrance. You also have a fire pit, BBQ grill, swings, and more. Hot tub available with a service charge. Country roads are safe for walking, biking, jogging. Take a day trip to Atlantic beaches (19mi), Dover (24mi), DC, or Philly (2 hrs each). Sleeps up to 6 with day bed.

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Other great vacation rentals in Greenwood

5 out of 5 average rating, 19 reviews

Home in North Cape May

Sunset Escape: Cozy Beach House

LaurelRating, 5 stars3 weeks ago

My friends of 37 years and I get together once a year if possible. It is often difficult to find a suitable spot because one of my friends is handicapped and needs certain accommodations. Nancy’s home fit the bill perfectly! Nancy was very easy to work with and so thoughtful. I would highly recommend her home to anyone!

4.79 out of 5 average rating, 24 reviews

Home in Ocean View

5 Bedroom-Award Winning Bear Trap Golf Community

VirajRating, 5 stars3 months ago

We had a great time with friends and family over the weekend at your house. it was perfectly sized and spacious. The added advantage of having access to the clubhouse was a perfect arrangement for kids. Sharing a very few things that we think can be improved upon - a. Given the winters are off peak time for this beach town and the fact that outdoor amenities are not usable such as Tennis, Basketball and Pickleball courts, the clubhouse rate is steep. b. Having to carry our own linens is not that big an issue but does add more luggage. at least towels should have been provided. c. None of the toilets had any toiletries. It was clarified before the trip that toiletries will be provided so we were caught off guard. d. The powder room which is the only toilet in the first floor, did not have Trash Can. Otherwise, it was a good outing. There was something to do for everyone. We thoroughly enjoyed. Lynn was generous enough and allowed early check-in.

4.84 out of 5 average rating, 133 reviews

Tiny home in Salisbury

Cattail's Branch

YounginRating, 5 stars1 week ago

Angela was an amazing host and had a wonderful home for our brief stay. Perfect for solo or couples and super quiet and peaceful.

4.86 out of 5 average rating, 112 reviews

Home in North Cape May

Beautiful N.Cape May retreat blocks from the beach

SimonRating, 5 stars1 week ago

Convenient location to the beach. Quiet pleasant neighborhood.Had to drive several miles to restaurants and the supermarket. The house was exactly as listed and well-appointed. Very nice fenced-in backyard which was great for our two dogs.All the rooms were clean and tidy and the instructions were clear and easy to follow.Everything worked. Hubert and Jaimie were extremely responsive and helpful. We would go there again.

4.9 out of 5 average rating, 49 reviews

Condo in Ocean City

OCMD family vacation rental 2BD2BA, Pool/Hot tub

PeytonRating, 5 stars1 week ago

Had a great time, awesome location and extremely clean!

4.93 out of 5 average rating, 104 reviews

Condo in Rehoboth Beach

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach

DianaRating, 5 starstoday

We had a wonderful time at Timothy's Airbnb in Rehoboth. The location was amazing and the home was clean and comfortable. Our host was very friendly and responsive.

4.92 out of 5 average rating, 326 reviews

Home in Frederica

Bowers Beach - pets ok - low cleaning fee

SaraRating, 5 stars3 weeks ago

Tara was responsive and flexible. Everything was as she said it was. The town was quiet and very friendly. The restaurant in town was top tier. Our children loved walking to the beach and riding on the bikes that were at the house. Tara had all the right things to keep our 3 kids occupied and happy. Will definitely consider coming back.