A red brick building with a white awning and an American flag.

South Dennis Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for South Dennis vacation rentals

A room with a wooden piano, a round mirror, a white door leading to a balcony with a view of greenery, and a hanging light fixture.

1. Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
$458 nightly
The price is $507
Oct 6 - Oct 7
Total with taxes and fees
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
A single-story house with a front porch, a small deck, and a garden area with various plants.

2. Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable- Exactly what we needed for our trip to the Cape; we would definitely recommend!"
United States
Heathyr S.
$492 nightly
The price is $563
Nov 1 - Nov 2
Total with taxes and fees
Relaxing Cape Cod Cottage Getaway
A pool area with lounge chairs and flags.

3. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
$106 nightly
The price is $121
Nov 2 - Nov 3
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

4. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.2 out of 10, Wonderful, (27 reviews)
"Property is convenient to beaches and restaurants."
United States
Laurie and Rick A.
$378 nightly
The price is $433
Oct 6 - Oct 7
Total with taxes and fees
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
A beach with a lifeguard tower, beach chairs, and people enjoying the sand and water.

5. Cape Cod Oceanside Condo across from beach!

Cape Cod Oceanside Condo across from beach!
Dennis
9.0 out of 10, Wonderful, (24 reviews)
"We had a wonderful stay! The place was very clean and fit 3 people comfortably. We loved having the beach right across the street. The check in process was very easy and the front desk staff was super nice! Would definitely stay here again!!"
United States
Lindsey Y.
Cape Cod Oceanside Condo across from beach!
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

6. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (205 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
$268 nightly
The price is $306
Oct 14 - Oct 15
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Beach

7. Fall Into Cape Cod Cape Storia d'Amore

Fall Into Cape Cod Cape Storia d'Amore
Dennis
9.8 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, great location"
United States
Diana S.
$395 nightly
The price is $402
Oct 8 - Oct 9
Total with taxes and fees
Fall Into Cape Cod Cape Storia d'Amore
A beach with a wooden fence and a few people sitting on the sand.

8. Pond View~ Abuts conservation and walking trails. There is fishing at the pond

Pond View~ Abuts conservation and walking trails. There is fishing at the pond
Dennis
10.0 out of 10, Exceptional, (141 reviews)
"Everything was perfect just like every other time we stayed! Louise makes you feel like you are home away from home...everything one needs is available. Thank you again for the memories!!"
United States
Kimberly C.
$256 nightly
The price is $293
Oct 15 - Oct 16
Total with taxes and fees
Pond View~ Abuts conservation and walking trails. There is fishing at the pond
A patio with white Adirondack chairs, a fire pit, and potted plants.

9. Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Dennis
9.8 out of 10, Exceptional, (24 reviews)
"Property was excellent. Host responsive. Great experience!"
United States
Kathleen F.
$629 nightly
The price is $720
Oct 7 - Oct 8
Total with taxes and fees
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
A wooden barrel with the label "Truro Vineyards" and "Oil Cape Cod" on it.

10. Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
Dennis
9.6 out of 10, Exceptional, (108 reviews)
"Great location, comfortable size for a little getaway! We had a great time! Right across from the beach is amazing. "
United States
Melissa W.
$313 nightly
The price is $358
Oct 6 - Oct 7
Total with taxes and fees
Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat
A spacious living room with a large sliding glass door leading to an outdoor patio, a ceiling fan, and a white sofa with patterned cushions.

11. Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
West Brewster
10.0 out of 10, Exceptional, (37 reviews)
"Previous reviews were all 10/10 & I agree once again. We definitely will be back!!"
United States
Jim M.
$649 nightly
The price is $743
Oct 6 - Oct 7
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
A living room with a brick fireplace, a blue sectional sofa, a white coffee table, and a large window with blinds.

12. Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (5 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
$506 nightly
The price is $542
Oct 6 - Oct 7
Total with taxes and fees
Coastal Haven in West Dennis
A room with a blue sofa, wicker chairs, a round table, a wall-mounted lamp, and a glass door leading outside.

13. Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.8 out of 10, Exceptional, (106 reviews)
"Excellent location and stay at the lucky 7 cottage. The communication with the host was outstanding, best I’ve experienced. We’ll definitely be back for another time at this location."
United States
Mark K.
$441 nightly
The price is $504
Oct 13 - Oct 14
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

14. Beach Lovers Escape

Beach Lovers Escape
Yarmouth
10.0 out of 10, Exceptional, (52 reviews)
"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."
United States
alex f.
$614 nightly
The price is $702
Oct 6 - Oct 7
Total with taxes and fees
Beach Lovers Escape
A resort with a large pool, sun loungers, and a pier extending into the water.

15. Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (14 reviews)
"Great host. Convenient location for a visit to Chatham."
United States
Bill F.
$433 nightly
The price is $480
Oct 6 - Oct 7
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
A dining area with a wooden table, chairs, and a chandelier. There is a rug on the floor and a painting on the wall.

16. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
$433 nightly
The price is $496
Oct 27 - Oct 28
Total with taxes and fees
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A beach with people, tents, and umbrellas.

17. Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Brewster
10.0 out of 10, Exceptional, (52 reviews)
"We did a quick overnight The amenities were great and the condo was perfect !!!"
United States
Katie M.
$313 nightly
The price is $358
Nov 1 - Nov 2
Total with taxes and fees
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
A beach with a concrete walkway and wooden benches.

18. Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit
Bass River
10.0 out of 10, Exceptional, (14 reviews)
"Great location! Close to many restaurants, and beach across the street. "
United States
megan d.
$513 nightly
The price is $568
Oct 19 - Oct 20
Total with taxes and fees
Charming House by the Beach with Patio, Grill, FirePit
A deck with outdoor furniture, a view of a lake, and a white railing.

19. ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Bass River
10.0 out of 10, Exceptional, (124 reviews)
"Immaculately clean and beautifully furnished. Great power shower!Good quality towels, linens and kitchen equipment. Very responsive host. Love the location right on the lake. Brilliant all round:)"
United States
Angela J.
$667 nightly
The price is $764
Oct 15 - Oct 16
Total with taxes and fees
★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
A modern kitchen with white cabinets, a wooden ceiling, and a herringbone-patterned floor.

20. Beach Bungalow: Steps to Beach, Luxury Family Fun

Beach Bungalow: Steps to Beach, Luxury Family Fun
Harwich
10.0 out of 10, Exceptional, (9 reviews)
"We had an excellent stay on the cape at this beautiful home that was walking distance to the beach. The location was perfect and neighborhood was exactly what we dreamed of for an offseason getaway."
United States
Christopher R.
$586 nightly
The price is $671
Nov 1 - Nov 2
Total with taxes and fees
Beach Bungalow: Steps to Beach, Luxury Family Fun
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 Dennis Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Loved my stay here. Outdoor pool was open great hours, considering it was late in the season. Indoor pool and hot tub were clean, also with great hours. Breakfast had a much larger selection than usual continental breakfast menu. Loved the onsite bar, and the outdoor firepit area right on the edge of the saltmarsh. Rooms were clean, with a comfortable bed. Staff were very helpful and kind. I'm looking forward to staying again sometime soon!"
Laura 2-night trip
Posted 8 hours ago
Bayside Resort Hotel

Find out more about South Dennis

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 $121 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.

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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?

Cape Cod's "Beach Rose": This highly rated vacation home rental in South Dennis offers a patio, a selection of games, 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.

How many vacation rentals will I find in South Dennis?

Choose from 84 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. Crowe's Pasture and Cape Playhouse 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.