Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach

Photo gallery for Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach

An indoor swimming pool with clear lanes, a sunlit roof, and lounge chairs along the sides.
A modern kitchen with granite countertops, a stainless steel sink, and pendant lighting.
An aerial view of a golf course with a lake, surrounded by residential areas and a clubhouse.
A modern living room with a dining area, kitchen, and a clock on the wall.
An aerial view of a sports complex with multiple tennis courts, a swimming pool, and a large covered area.

Reviews

10 out of 10, Loved by Guests
Top 1% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Hot tub on site
  • Swimming pool
  • On-site fitness centre
  • Air-conditioning
  • Refrigerator

Explore the area

View in a map
Millsboro, DE
  • Place, beach near Lingo Point
    ‪2 min drive‬
  • Place, Nanticoke Indian Museum
    ‪6 min drive‬
  • Place, Baywood Greens
    ‪7 min drive‬
  • Airport, Georgetown, DE (GED-Sussex County)
    ‪26 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 2

1 Queen Bed and 1 Single Bed

Living Room 1

1 Double Sofa Bed

Master Bedroom

1 King Bed

2 bathrooms

Bathroom 2

Towels provided · Bathtub or shower · Bathtub · Toilet

Master Bathroom

Towels provided · Bathtub or shower · Bathtub · Toilet

Spaces

Kitchen
Balcony
Number of living rooms
Outdoor play area
Dining area

Add dates for prices

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About the area

Millsboro

Millsboro is home to this condo. Shoppers can check out Tanger Outlets, while everyone can enjoy the natural beauty of Bethany Beach Beaches and Rehoboth Beach. 2nd Time Designs and Midway Speedway are also worth visiting. With kayaking, fishing and swimming nearby, you'll find plenty of adventures in the water.
Map
Millsboro, DE

What's nearby

  • beach near Lingo Point - 2 min drive - 1.1 km
  • 2nd Time Designs - 5 min drive - 5.9 km
  • Nanticoke Indian Museum - 6 min drive - 6.5 km
  • Baywood Greens - 7 min drive - 7.2 km
  • Baywood Greens Golf Course - 16 min drive - 18.0 km

Getting around

  • Georgetown, DE (GED-Sussex County) - 33 min drive

Restaurants

  • ‪Wawa - ‬6 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪American Legion - Post 28 - ‬6 min drive

Frequently asked questions

Does Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach have a pool?

Yes, this property has a pool.

How much does it cost to stay at Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach?

As of 27 Oct 2026, prices found for a 1-night stay for 2 adults at Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach on 6 Mar 2027 start from £495, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach?

On-site parking is available at the property.

What time is check-in at Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach?

Check-in begins at 3:00 PM.

What time is check-out at Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach?

Checkout is at 10:00 AM.

Where is Windswept Dr Condo in a quiet, golf course community close to Rehoboth Beach located?

Situated in Millsboro, this condo building is 2.9 mi (4.7 km) from 2nd Time Designs and within 6 miles (10 km) of Nanticoke Indian Museum and Baywood Greens. Delaware Seashore State Park and Baywood Greens Golf Course are also within 12 miles (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 26 reviews
Rating 8 - Good. 0 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful club and amenities...Very nice condo. Well stocked, very clean and inviting.
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our second stay at this beautiful Windswept unit was as delightful as the first. The owners have thought of everything, ensuring that visits are stress-free and comfortable. We have rented a number of different units in this community over the years, and this is by far the one we have enjoyed the most.
Stayed 6 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a very enjoyable stay. The condo is tastefully and beautifully decorated and fully equipped. We were ideally located to all the resort amenities. Communications with our hosts were excellent.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Condo was beautiful, everything as pictured. Clean and well appointed. It was also one of the most well stocked rentals we’ve stayed in. I hope to visit again!
Stayed 10 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Host was easy to communicate with and even let us know when the property was ready for an early check in. This home is stunning in every way. The Peninsula is my favorite community anywhere in Delaware. If you want a resort feeling community this is IT!
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay for us and our toddler! Place was so clean and accessible. The community is so great too! Owner was accessible for questions leading up and during our stay which was very much appreciated!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a lovely condo! Comfortable bed, beautifully decorated, and a wonderful host who communicated promptly. Would definitely stay here again
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Truly beautiful condo in a very upscale community. I didn’t read the fine print and we didn’t realize the pools were an up charge but that’s on me it did say that in the listing I just missed it. Great water pressure in the showers super clean condo it was super nice having a washer and dryer in the room we had family coming to visit so I had to reach out to the host to have them added and they did no problem. all around we had a great stay and can’t thank the host enough we had a wonderful vacation.
Stayed 7 nights in Aug 2026
Response from VrboOwner on 15 Aug 2026
Thank you for the kind words. We did advise you that no more guests were permitted to stay due to the association's rules. You however allowed the extra guests to stay, this could have caused us to lose our ability to rent in the future.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay as a family of four (children aged 1 and 3) here! Exceptionally clean, comfortable and equipped with all of our needs. We felt right at home, which is the best you can hope for with a weekend rental. We loved the welcome basket as well. Thank you for a great stay! We will happily book again when we are back to visit family.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo was so peaceful and decorated beautifully. Any communication with the host was prompt and courteous. We loved our stay!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely amazing. Lots of thoughful touches, super clean.!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peninsula vacation rental

This rental is spotlessly clean, very comfortable and beautifully decorated with a chic and fun beach theme. It had everything we needed with thoughtful extra touches. The host was very responsive and happy to help with some additional requests we had. Would definitely stay here again!
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place!

Offseason golf getaway and this condo was the perfect place to stay. The pictures don’t do it justice - very nice layout and furnishings - the owners have thought of everything to make your stay enjoyable!! You will feel very welcome with great communication prior to check-in and during your stay. We hope to be back later this year
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I have stayed at many peninsula properties this one has to be one of the best. It was spotless upon arrival. The host was extremely accommodating the kitchen had everything you needed! Can’t wait to come back for an extended stay!! Thanks so much!
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in DE

Everything was great. No complaints.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay in the Peninsula

The condo was immaculate and extremely well-stocked for our stay. The owners were exceedingly responsive to our questions and couldn't have been more flexible. The property is walking distance to the pier, the pool, golf, pickleball/tennis and the clubhouse. 10 stars!!!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Condo in Fun Community

The property manager/owner was a pleasure to work with. He responded quickly to every question. The community was wonderful and in spite of rain we enjoyed ourselves very much.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing family stay

Condo is perfect for families! Great space and two good size bedrooms. Screened in porch is also added plus and so enjoyable. Walking distance to the clubhouse, which has indoor play area and pool for rainy days, as well as put putt, wave pool, kids activity pool and splash pad for good weather days. We will definitely be back
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Recommended stay at the Peninsula

We are a family of five with 3 kids under 12, this is our fifth time staying at the Peninsula complex, first time at this location. The apartment was super clean, convenient walk to four pools and the bay, stocked with everything you need to cook your own meals (as we do a lot of), plenty of board games for the whole family, TVs in every room, beautifully decorated, and comfortable for a family of five. The owner was very friendly and most of all, super responsive. We would stay here again and I recommend this to any family of 4 to 5.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful condo!

As previous reviewers stated, the condo was very clean, smelled great, is well stocked with everything for cooking, and is in a great location: walking distance to the pools, clubhouse, and nature trails. We especially appreciated that one of the pools is adult-only which allowed for a relaxing time. My husband and I along with our daughter and son-in-law had enough space in the condo to enjoy both family time and privacy. The beds were very comfortable. We would surely return here. 5 stars!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

Don't hesitate to rent this beautiful home. From the moment you enter, you can see the steps the owners have taken to make your stay comfortable. From comfortable beds and linens, to all of essentials you need in the kitchen, this home is perfect for couples or families. We had one hiccup, and the owners were responsive immediately. If I had anything to say on the negative side it would be that the development is huge, and the first day it took a few extra minutes to locate where the unit was. Once found, it was no problem. Don't hesitate to choose this home.
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I rarely write reviews, but I feel compelled to submit one in this instance because my husband and I were so impressed. This was actually our first experience with VRBO, and it was an extremely positive one. The owners answered our numerous questions thoroughly and promptly, enabling us to understand the process for booking the unit, for entry, and for preparing to check out. This condo is definitely a cut above others in which we've stayed over the years. It's visually striking, with a beautiful decor and amazing attention to detail. Well-stocked and spotless, it's easy to feel comfortable as soon as you walk through the door. There is a parking space for the unit in the ground floor garage, with a cart available for transporting belongings and groceries up to the unit. As a result, move-in (and -out) is easier and more efficient than it would be otherwise. We had a truly delightful stay and are already planning future rentals of this wonderful property.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and community. Extra cost for the community amenities(pool) was reasonable. The condo was decorated nicely. The rooms/bathrooms/kitchen were all clean (ceiling fans were dusty). Great communication with host in check in and out process.
Stayed 6 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Stayed 7 nights in Aug 2025
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