South Dennis Vacation Rentals

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Vacation Rentals in South Dennis

Sun loungers
Quiet Northside Beach House
10.0 out of 10, Exceptional, (13)
"The house was comfortable and spacious and had everything we needed. Walter was always available via text and email if we ever had questions. Thanks for a very good vacation!"
Quiet Northside Beach House
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (168)
"Wonderful stay at this cottage. Very clean and comfortable! Beds comfortable. Location!! Steps away from beach. Will definitely stay at this cottage again."
Steps to the Ocean! Perfect Location!!!
Beach | Beach nearby, sun loungers, beach towels
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"Tom Loved your perfect cottage !!!"
Steps to the beach with an ocean view,
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Sun loungers
Cozy beachfront cottage at Chases Ocean Grove
10.0 out of 10, Exceptional, (11)
"My friend and I had a wonderful time at your cottage. My friend had not visited the Cape in a long time so it was fun for both of us to go exploring. And it was great that the cottages were right on the beach so we did not have to drive anywhere to soak up the sunshine."
Cozy beachfront cottage at Chases Ocean Grove
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, (20)
"Very clean and efficient cottage with nice view and deck overlooking the lake."
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
TV, DVD player
Cape Cod Vacation Home Rental - Walk to Beach
10.0 out of 10, Exceptional, (7)
"We loved being able to walk to cafes, restaurants and the bookstore and the proximity of the bike path meant that we didn't need our car much at all. We rode bikes to lunch spots, the beach, and to the pickleball courts. The house was tidy and had everything we needed."
Cape Cod Vacation Home Rental - Walk to Beach
Fridge, microwave, oven, stovetop
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
10.0 out of 10, Exceptional, (4)
"Beautiful place to stay, newly renovated, enjoyed being in Orleans. My young adult daughter enjoyed it, too. We made popovers in the kitchen to bring to a relative's house - kitchen even had muffin pans, so we were good to go."
The price is $215
$573 total
includes taxes & fees
May 22 - May 23
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Fridge, microwave, oven, stovetop
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (151)
"Perfect for two. Loved having the ocean at our doorstep. The Murphy bed was sturdy and comfortable. The small kitchen area was likely not suitable for gourmet cooking, but could serve well for basic vacation meals (We ate all our meals out. ). Overall, the cabin was clean and neat and cozy. The early May weather was cool but pleasant. Some of our time was spent (with jackets on) sitting on the deck drinking morning coffee while watching the ocean and the few people who walked by. We also did...
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Beach nearby, sun loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (123)
"Clean, well located, between beach and downtown. Responsive and friendly host."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (38)
"The location was excellent, close to beaches and amenities. Property was clean and tidy, and host was easy to contact. Would visit again."
Lovely Cape Cottage 2 bedroom with private beach and central air.
Smart TV
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, (124)
"Exactly what we were looking for"
The price is $60
$274 total
includes taxes & fees
May 23 - May 24
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Beach
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
9.8 out of 10, Exceptional, (86)
"The host was very helpful and friendly and got right back to me on questions. The space was small but very clean and had everything I needed as a single guest with one dog. The bed was quite comfortable too. As a woman traveling alone, my only issues were with the isolation of the area in the off-season (there were coyotes outside at night), and I would have liked to have had a more secure bolt lock and less see-through blinds."
The price is $120
$282 total
includes taxes & fees
Jun 6 - Jun 7
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Property grounds
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
9.8 out of 10, Exceptional, (75)
"The condo is as described and has lots of light. Plenty of space for two couples or a small family. The weather was variable while we were there so we used both the gas fireplace and the deck that faces the ocean! The location is close to great restaurants and our dog enjoyed walking the neighborhood and down to the ocean. Would highly recommend!"
The price is $379
$652 total
includes taxes & fees
May 22 - May 23
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! capeoceanvista
Property grounds
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.6 out of 10, Exceptional, (15)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is $399
$679 total
includes taxes & fees
Jun 4 - Jun 5
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
TV, books
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
9.6 out of 10, Exceptional, (5)
"Thank you for a great stay! Beautiful house and location. We had a great time!"
The price is $1,203
$2,172 total
includes taxes & fees
May 23 - May 24
Oceanfront home with private beach, large deck, & washer/dryer - dog-friendly
Exterior
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.4 out of 10, Exceptional, (31)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Property grounds
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
9.4 out of 10, Exceptional, (25)
"A Retreat for Three Ladies. The house was spotless, it was beautiful, it was exactly what we needed! Comfortable Beds, HOT HOT (welcoming) Water, and a serene back yard.... we didn't' want to leave."
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (300)
"Great place to stay."
Holly Tree Resort by VRI Americas
Don't see what you're looking for?
See all available properties in South Dennis
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.

South Dennis Vacation Rental Travel Info

Number of vacation rentals
483
Popular accommodation
South Dennis private vacation homes
Known landmarks
Cape Codder Water Park, Mayflower Beach and Cape Cod Inflatable Park
International airports
Boston, MA (BOS-Logan Intl.) and Hyannis, MA (HYA-Barnstable Municipal)

Other types of properties in South Dennis you may be interested in

Exterior
Hyannis Travel Inn
2.5 star property
9.6 out of 10, Exceptional, (1000)
"We really enjoyed our time here! Staff was very welcoming and friendly, rooms were clean and quiet, and the pool and breakfast areas were nice. The hotel was in walking distance of many restaurants and shops, and it was an easy drive to several beaches and parks. We unfortunately had to leave early because my husband was sick and the staff was very kind and considerate about our situation. We definitely plan to come back! "
The price is $119
$136 total
includes taxes & fees
May 22 - May 23
Hyannis Travel Inn
Lobby
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
2.5 star property
9.0 out of 10, Wonderful, (441)
"I almost always stay at Marriott properties since they are consistent in the amenities I value. This Fairfield Inn did not disappoint. So close to everything we wanted to see/do on the Cape."
The price is $169
$193 total
includes taxes & fees
May 22 - May 23
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
Front of property
Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, (1018)
"We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub."
The price is $170
$195 total
includes taxes & fees
May 22 - May 23
Bayside Resort Hotel
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.

Everything you need to know about South Dennis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Dennis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Dennis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Dennis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Dennis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Dennis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $60 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Dennis rentals

At Expedia, we put the best South Dennis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Dennis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Dennis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Dennis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in South Dennis?

Yes, we have vacation rentals close to well known local attractions in South Dennis, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in South Dennis?

Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach: This vacation home rental outside of South Dennis offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in South Dennis?

Choose from 108 Expedia vacation rentals in South Dennis for a memorable vacation.

What can I see and do in South Dennis?

Cape Cod Rail Trail and Cape Cod Beaches are a couple of lovely local spots to get outside and enjoy nature. Cape Playhouse and Cape Cod Museum of Art are a couple of places you'll find in the larger area.

What’s a vacation rental in South Dennis like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in South Dennis. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.

Recent reviews of South Dennis properties
Expedia verified reviews

Bayside Resort Hotel

Bayside Resort Hotel

5/5 Excellent
"We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub."
A verified traveler stayed at Bayside Resort Hotel
Posted 18 hours ago
Bayside Resort Hotel