Vacation rentals in Dagsboro

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Top-rated vacation rentals in Dagsboro

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Guest favorite

Condo in Ocean Pines

4.96 out of 5 average rating, 107 reviews

Quiet Water View Condo

Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

Mar 10 – 17

R2,648 ZAR per night

Guest favorite

Guest suite in Rehoboth Beach

4.98 out of 5 average rating, 122 reviews

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster convection oven/air fryer for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

Feb 13 – 20

R2,318 ZAR per night

Guest favorite

Apartment in Greenwood

4.97 out of 5 average rating, 479 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)

Sep 17 – 24

R1,570 ZAR per night

Guest favorite

Tiny home in Ocean View

4.97 out of 5 average rating, 116 reviews

The Bohemian Rhapsody

*Carefully & thoroughly read entire descriptions & click on photos & read captions!* Enjoy a rustic "glamping" experience in 2 Bohemian themed sheds-the Grateful Shed & Surf Shack...less than 5 miles from beautiful Bethany Beach, DE! Private driveway & entrance, outdoor bath house w/space available to set up tents. We can host up to 6 humans (upon approval) & 2 canine kids. Electric,Wifi,fire pit,beachyard,outdoor grill. Close to area beaches, boardwalks, restaurants & more! No extra fees!

Sep 18 – 25

R2,277 ZAR per night

Guest favorite

Home in Ocean View

4.92 out of 5 average rating, 531 reviews

Tiny House at Good Earth, near Bethany Beach

A custom-built "Tiny House" located right between our new dinner theater and our garden dining area. True to the show "Tiny House Nation"; cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TVs and internet in the units but the quality of service is not guaranteed. We are in a rural area and sometimes it's slow or not working at all. If TV and internet are super important for your stay we may not be the right fit.

Dec 17 – 24

R2,326 ZAR per night

Guest favorite

Home in Rehoboth Beach

4.97 out of 5 average rating, 115 reviews

Charming 1.7 mi to beach,bdwk, restaurants! Quiet

No shared spaces in this Charming 4 room suite in single family home in nice neighborhood, close to Rehoboth Beach, bike/run/walk path to Lewes (4 mi). or Rehoboth, less than 2 miles. Great shopping, in town and TAX FREE! outlets 1/8th mi. large loft, King bedroom after climbing a SPIRAL STAIRCASE with large screen TV's upstairs and down. Bathroom downstairs. Living room with TV and couch and full kitchen. Parking in front. ** Host has her own private suite and entrance.

May 7 – 14

R2,127 ZAR per night

Guest favorite

Guest suite in Cape May

4.97 out of 5 average rating, 287 reviews

Dragonfly Cottage

Dragonfly Cottage is a hotel style unit with queen bed on a quiet street on Cape May Island a mile from the beach and town. It is a bright, sunny room with a vaulted ceiling, private entrance, off street parking and screened in porch for having your morning coffee. Located in easy biking distance to both Cape May, West Cape May and the Point, it is a good base for a great vacation. Beach tags and beach chairs provided. Come have a comfortable getaway at the shore!

Nov 14 – 21

R2,072 ZAR per night

Guest favorite

Cottage in Frankford

4.99 out of 5 average rating, 82 reviews

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” to house poultry feed in 1941, this Airbnb is stunning inside and out. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near Bethany Beach is surrounded by enchanted gardens and woodlands. You will swoon over the carved marble bath tub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you!

Oct 3 – 10

R4,038 ZAR per night

Guest favorite

Guest suite in Berlin

4.99 out of 5 average rating, 149 reviews

Berlin/Ocean City Suite- Relax/Refresh near beach!

A remodeled, above garage guest suite separate from the main house in America's Coolest Small Town, Berlin Md! You will benefit from a separate entrance to your above garage suite which will allow you to enjoy your own quiet space to relax and embrace the small, quaint town of Berlin, all while a mere 15 minutes to the beaches of OCEAN CITY and Assateague! Multiple dining experiences and tons of shopping await you in either historic Berlin or world famous Ocean City!

Sep 6 – 13

R2,178 ZAR per night

Guest favorite

Apartment in Frankford

4.98 out of 5 average rating, 123 reviews

Cozy Cottage Getaway

Enjoy this newly remolded 1 bedroom apartment tucked away on 2+ acres 3 miles from Bethany beach. Close to Rehobeth beach for outlet tax free shopping or Ocean City MD just 13 miles. You’ll be minutes away from lots of restaurants, stores, mini golf, arcade, night life etc. Property includes a 1/4 mile walking/running trail, fire pit and basket ball court. This is the perfect place to escape away from the busy Beach life but close enough to enjoy everything fully.

May 3 – 10

R1,745 ZAR per night

Guest favorite

Apartment in Milton

4.96 out of 5 average rating, 132 reviews

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.

Oct 6 – 13

R2,276 ZAR per night

Guest favorite

Apartment in Frankford

5.0 out of 5 average rating, 9 reviews

Suiter Than Honey- Apartment #2

*Available beginning July 7th! updated photos coming soon* Located only 20 minutes from Bethany Beach, “How Suite It Is” is tucked into the little town of Frankford, Delaware. This beautiful suite is one of three and overlooks several acres of land with goats and chickens. Listen at night to the sounds of the bull frogs in the distance, and enjoy a quiet evening on the patio. You’re sure to find some peace and tranquillity in this charming little spot!

Dec 4 – 11

R1,888 ZAR per night