South Point Vacation Rentals

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Our top choices for South Point vacation rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (555 reviews)
"Such a nice spot, we’ll be back!"
United States
Jay
The price is CA $251
CA $282 total
includes taxes & fees
May 11 - May 12
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (246 reviews)
"Quiet, friendly staff, beautiful views."
United States
Cyndi
The price is CA $209
CA $234 total
includes taxes & fees
May 14 - May 15
Blufin Bungalows & Marina

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
3.0 star property
Captain's Cove
The price is CA $250
CA $686 total
includes taxes & fees
May 15 - May 16
1 Mi to Resort Marina! Greenbackville Retreat

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is CA $273
CA $507 total
includes taxes & fees
May 10 - May 11
Pet-friendly creekside cottage w/ backyard

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (56 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is CA $215
CA $616 total
includes taxes & fees
May 12 - May 13
The purple door at the bay.

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (29 reviews)
"Loved that it was right on the bay. "
United States
Debra
The price is CA $265
CA $341 total
includes taxes & fees
May 12 - May 13
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (63 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is CA $98
CA $478 total
includes taxes & fees
May 11 - May 12
Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (43 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $184
CA $598 total
includes taxes & fees
May 10 - May 11
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (25 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is CA $139
CA $262 total
includes taxes & fees
May 10 - May 11
Assateageue Inn 104 by Seaside Vacations & Sales

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is CA $232
CA $669 total
includes taxes & fees
May 13 - May 14
The Neigh-Neigh - Location! Location! Location!

Sunset Villa

Sunset Villa
Piney Island
10.0 out of 10, Exceptional, (6 reviews)
"Fun family time!"
United States
Nancy C.
The price is CA $190
CA $340 total
includes taxes & fees
May 11 - May 12
Sunset Villa

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (8 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is CA $139
CA $262 total
includes taxes & fees
May 10 - May 11
Bella's Beach Retreat by Seaside Vacations & Sales

1 Mi to Resort Marina! Greenbackville Retreat

1 Mi to Resort Marina! Greenbackville Retreat
Captain's Cove
The price is CA $224
CA $696 total
includes taxes & fees
May 10 - May 11
1 Mi to Resort Marina! Greenbackville Retreat

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (69 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is CA $221
CA $477 total
includes taxes & fees
May 20 - May 21
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $208
CA $433 total
includes taxes & fees
May 10 - May 11
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Assateague Inn 102 by Seaside Vacations & Sales

Assateague Inn 102 by Seaside Vacations & Sales
Downtown Chincoteague
8.6 out of 10, Excellent, (8 reviews)
"The condo was a perfect weekend getaway. Newly renovated and close to the beach. Great location in town. The property managers were all so helpful and had great communication from the very start. Would definitely stay here again!"
United States
Hunter E.
The price is CA $201
CA $342 total
includes taxes & fees
May 10 - May 11
Assateague Inn 102 by Seaside Vacations & Sales

Harbor House

Harbor House
Piney Island
8.0 out of 10, Very good, (3 reviews)
"The house had everything we needed for our vacation. It was very clean and everything was comfortable. Would definitely stay here again. "
United States
David H.
The price is CA $409
CA $757 total
includes taxes & fees
Jun 6 - Jun 7
Harbor House

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
The price is CA $246
CA $443 total
includes taxes & fees
May 13 - May 14
Cozy 2-bedroom house in Chincoteague

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Deep Hole
10.0 out of 10, Exceptional, (9 reviews)
"My husband and I stayed here with our two pups for one night, and we truly wish we could have stayed longer. The home is exceptionally clean, cozy, and well-appointed with everything you could need. The beds were very comfortable, and the location is perfect—close to everything in Chincoteague. We’d happily stay here again and highly recommend it!"
United States
Alice J.
The price is CA $210
CA $443 total
includes taxes & fees
May 27 - May 28
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is CA $231
CA $512 total
includes taxes & fees
Jun 1 - Jun 2
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top South Point Hotel Reviews

Find out more about South Point

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with South Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in South Point?

Yes, we offer vacation rentals close to well known attractions in South Point, or you can select a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals that South Point has to offer?

Blufin Bungalows & Marina: Visitors like this South Point vacation home rental. It is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What’s there to see and do in South Point?

Explore the area and family-friendly sights such as Wallops Flight Facility, or get out into nature at a spot like Kegotank Bay. In the larger area, you’ll find Chincoteague Channel and Assateague Point.

What’s a vacation rental in South Point like?

Vacation rentals are privately owned properties where you can stay for several days or longer in South Point. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family gatherings.