Vacation Rentals & Apartments in Dennis Port

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2,386 apartments

15

Skip to beach! Condo across from beach!

Dennis / Dennis Port

Dennis Port condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$114

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$114

(28) Excellent 

10

Classic, Quiet, Private Dennisport Cottage

Dennis / Dennis Port

Dennis Port cottage

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Perfect Cape Cod Vacation Cottage” We just returned from our week-long stay at this beautiful, immaculately clean cottage. We fell in love with it online, and it certainly did not disappoint! I can honestly say that there was not one thing lacking fro
…see more

Price per night from

$125

Price per night from

$125

(8) Excellent 

39

Ocean View Condo across from Beach with pool!

Dennis / Dennis Port

Dennis Port condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool

Price per night from

$143

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$143

12

Beach House

Dennis / Dennis Port

Dennis Port house

3 4 7 nights min

  • 3 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$138

Price per night from

$138

18

Half Mile to Beach, Newly Renovated, 3BR Cape Home

Dennis / Dennis Port

Dennis Port house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$245

Price per night from

$245

(18) Very Good 

33

Dennis Port walk to beach!

Dennis / Dennis Port

Dennis Port house

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly
“Relaxing..near the beach and centrally located” We truly enjoyed this cozy cottage...The beach was s short walk away and restaurants and shopping plazas where nearby. Getting to all parts of the cape was easy. We would definitely rent again.
…see more

Price per night from

$205

Responds fast!
avg. 2 hours 45 minutes

Price per night from

$205

(3) Excellent 

16

Short Stroll To Sea Street Beach In Dennisport

Dennis / Dennis Port

Dennis Port cottage

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.32 mi
  • Child Friendly
“Cottage was even cuter than the picture!” We were pleasantly surprised that our little cottage was even cuter than we expected. It was well equipped for our week long stay and so close to the beach. Dennisport had wonderful restaurants-Scargo had a g
…see more

Price per night from

$213

Responds fast!
avg. 2 hours 40 minutes

Price per night from

$213

(4) Very Good 

4

Cottage On River/walk Or Kayak[2] To Beach

Dennis / Dennis Port

Dennis Port cottage

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Has a lot to like but needs a little help!” We enjoyed our stay and would like to go again. The river was a constant source of beauty and entertainment. I would suggest that the cleaners do a better job between renters. On first day we had long black
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Price per night from

$229

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$229

(5) Excellent 

12

1 bedroom condo-just steps to the beach

Dennis / Dennis Port

Dennis Port house

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Very cute condo close to beach” I stayed at 194 Captain Chase #8 for a week in August 2015. The condo is very cute and spacious. What I liked best: Location, location location! I love Dennis Port - you are centrally located and it isn't far for a
…see more

Price per night from

$85

Price per night from

$85

(2) Excellent 

16

3bd 2 bath steps to private association beach

Dennis / Dennis Port

Dennis Port house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Private garden
“Beautiful Location” Loved the house and will stay again in this location House was decorated beautifully. Very clean and a the beach was clean and lovely . Short distance to shops , restaurants and activities
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Price per night from

$521

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$521

(7) Excellent 

Certificate of Excellence

18

Glendon Beach Cottage #97 100 yds to the beach

Dennis / Dennis Port

Dennis Port house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$171

Responds fast!
avg. 31 minutes

Price per night from

$171

(24) Excellent 

17

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis / Dennis Port

Dennis Port cottage

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly
“Pinch me I think I am in heaven.” 99 Glendon Road was a wonderful place to spend our vacation with my husband and our 2 teenagers. It was so nice to walk to beach. Also, the Hog Dog Place and pizza restaurant at the end of the street is perfect.
…see more

Price per night from

$257

Responds fast!
avg. 37 minutes

Price per night from

$257

(19) Excellent 

12

Cozy Getaway- 500 Footsteps to the Beach!

Dennis / Dennis Port

Dennis Port cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Love our time at the cottage!” We had a wonderful time! The cottage was quaint. Absolutely loved the outdoor shower and all of the beachy decorations in the cottage. It was a short walk to the beach. Carol was amazing to work with. She answered all of
…see more

Price per night from

$143

Price per night from

$143

24

Dennis Port Condo w/Patio- Steps to Private Beach!

Dennis / Dennis Port

Dennis Port apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$171

Responds fast!
avg. 9 minutes

Price per night from

$171

13

Family Friendly Cape Cod Rental Steps Away from Private Beach

Dennis / Dennis Port

Dennis Port house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 0.01 mi
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 2 hours 58 minutes

Price per night from

$172

15

Charming 3 bdrm cottage - walk to beach

Dennis / Dennis Port

Dennis Port house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$159

Responds fast!
avg. 1 hour 35 minutes

Price per night from

$159

20

DEEDED RIGHTS to PRIVATE NANTUCKET SOUND BEACH! 132725

Dennis / Dennis Port

Dennis Port house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$179

Price per night from

$179

(1) Excellent 

26

enjoy oceans views from this newly renovated home

Dennis / Dennis Port

Dennis Port house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

(2) Very Good 

11

Dennis Port - Walk To And View Of Beach

Dennis / Dennis Port

Dennis Port cottage

1 6 7 nights min

  • 1 bedroom
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$188

Price per night from

$188

11

Fun in the sun on the beach in Cape Cod (2 bedroom)

Dennis / Dennis Port

Dennis Port hotel apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$342

Price per night from

$342

24

Spacious 4BR Just Minutes to Sea Street Beach – Large Outdoor Deck

Dennis / Dennis Port

Dennis Port house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$201

Price per night from

$201

(3) Excellent 

12

2 min walk to the beach - 30 Union Wharf#3

Dennis / Dennis Port

Dennis Port condo

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$172

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$172

25

Beautifully renovated five bedroom home boasting Cape Cod charm

Dennis / Dennis Port

Dennis Port house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$249

Price per night from

$249

(1) Excellent 

9

Cape Cod Oceanfront, Dennisport, Private Beach

Dennis / Dennis Port

Dennis Port apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$228

Price per night from

$228

(1) Excellent 

13

Cozy two bedroom cottage-Only .2 miles from Hagis Beach

Dennis / Dennis Port

Dennis Port house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
“Walk to beach without breaking the budget” This cottage is a gem; it's an easy walk to Haigis Beach. For me, proximity to the beach was the one thing I wanted from a rental. With 19 Ocean Drive, #3, I got that and more. The cottage had two bedrooms
…see more

Price per night from

$86

Price per night from

$86

27

"Perfect Moments" - Newly remodeled 3BR on Swan Pond

Dennis / Dennis Port

Dennis Port house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$229

Price per night from

$229

(4) Excellent 

8

Antique Captain's Home in the Heart of Dennisport

Dennis / Dennis Port

Dennis Port house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly
“Vacation” I spent my vacation in that house and it was really great time that I had there and I really enjoyed staying there. I would like to thank Alex because he is really a nice man a took care of me and he was ready to help with everything I need.
…see more

Price per night from

$114

Price per night from

$114

(5) Excellent 

26

Immaculate four bedroom home sleeping 8- Only .2 miles to the beach

Dennis / Dennis Port

Dennis Port house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“The downstairs bedroom with the twin beds really needs doors! Otherwise it was a perfect stay!” The house was in excellent condition and the new central air units were excellent! It was humid and we really needed a break from the heat some days, they
…see more

Price per night from

$250

Price per night from

$250

(7) Average 

24

Sea Watch -Ocean Front with Beach, Incredible View

Dennis / Dennis Port

Dennis Port house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$342

Price per night from

$342

(1) Excellent 

18

Cape Cod cottage with central air conditioning- only 250 steps to the beach

Dennis / Dennis Port

Dennis Port house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning
“This house is simply put "SPECTACULAR"” This very charming and very well furnished two bedroom summer home was amazing.The owner thought of everything you could possibly need in your home away from home for the week. The decor was very tastefully done
…see more

Price per night from

$157

Price per night from

$157

(1) Very Good 

10

Cape Cod 2 BR Condo at the Beach Aug 2-9, 2019 PRICE REDUCED!

Dennis / Dennis Port

Dennis Port hotel apartment

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$244

Price per night from

$244

(1) Excellent 

20

Two bedroom cottage only 2/10's mile to beach

Dennis / Dennis Port

Dennis Port house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$157

Price per night from

$157

(1) Excellent 

8

61 Chase Ave

Dennis / Dennis Port

Dennis Port apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$150

Price per night from

$150

(1) Excellent 

26

Four bedroom home-Only 500 feet walk to shared/private beach

Dennis / Dennis Port

Dennis Port house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning
“Wonderfully spacious, beautiful,private, equipped, convenient,an” The photo doesn't truly capture all that this "cottage" has to offer...including a very easy walk to the beach. Large enough for private (even work) time and warm enough for being toge
…see more

Price per night from

$143

Price per night from

$143

(1) Excellent 

11

Two bedroom located .4 miles to Glendon Road Beach

Dennis / Dennis Port

Dennis Port house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
“Great!” We had a great experience - house is brand new, nice and clean. Big back yard. Ideal for families with kids
…see more

Price per night from

$86

Price per night from

$86

26

SEA STREET BEACH! Smell the Salt Air! DENNISPORT! 135580

Dennis / Dennis Port

Dennis Port house

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$129

Price per night from

$129

5

Breakers Ocean View Resort

Dennis / Dennis Port

Dennis Port condo

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$246

Price per night from

$246

(5) Very Good 

14

Glendon Beach Cottage #93 100 yds to the beach

Dennis / Dennis Port

Dennis Port house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$171

Responds fast!
avg. 31 minutes

Price per night from

$171

About Dennis Port

The village of Dennis Port forms part of the larger town of Dennis in Cape Cod, Massachusetts. Renowned for its beautiful beaches, outdoor activities and warm weather, Cape Cod attracts vacationers all year round.

Find your perfect beachside condo or cottage in Dennis Port with FlipKey?

About Dennis Port

Dennis Port is one of five villages comprising the town of Dennis, including East Dennis, West Dennis, South Dennis and Dennis Village. Dennis itself has been called the ‘cultural center of Cape Cod’ due to its artistic community, galleries, the Cape Cod Museum of Art and the Cape Playhouse.

Cape Cod’s beaches are known as some of the most beautiful in the world, and with these right on your doorstep, as well as a wealth of outdoor activities, it’s easy to see why Dennis attracts the affluent for summer vacations, as well as families with younger children looking for a relaxing break. Whether your idea of the perfect vacation involves sunbathing, fishing, surfing, whale watching or shopping, Dennis Port has plenty to offer.

Dining here is mostly casual and family-friendly, with fried seafood, lobster rolls and oysters on most menus, as well as spectacular sea views from many establishments.

What to do

Get out and about in the Cape Cod sunshine and explore the Cape Cod Rail Trail. This former railroad is the perfect spot for walking and biking, running for 22 miles to Wellfleet. Other outdoor activities include golfing at Dennis Pines or Dennis Highlands, as well as fishing, kayaking, jet skiing and parasailing.

Sea Street Beach in Dennis Port is the perfect place to take the kids – it’s small, peaceful and family-friendly. Or head for Cape Cod Inflatable Water Park in West Yarmouth for a fun family day out.

For art and culture, Cape Cod Museum of Art and the Discovery Museum are both worth visits, while Fritz Glass is the place to head for glassblowing demonstrations and the opportunity to buy unique souvenirs. Catch a show at the Cape Playhouse, which has hosted performers such as Humphrey Bogart and Bette Davis!

Top Dennis Port travel tips

The nearest airport is Logan International Airport in Boston, around a 1.5-hour drive (81 miles) from Dennis Port. Car hire is available at the airport and recommended for exploring Cape Cod.

Avoid holidays like Labor Day (September 4th) and Independence Day (July 4th) if you don’t like crowds – summer weekends in Cape Cod can get busy! For a quieter, less crowded experience, visit in May, June, September or October when the weather's still mild and you can enjoy all Dennis Port has to offer.

With some of the most beautiful beaches around, a wealth of activities for all ages and fantastically fresh seafood, a vacation in Dennis Port is one you won’t forget.

FlipKey has over 1,000 Dennis Port vacation rentals to choose from, so you’re sure to find your beachfront cottage or vacation house.