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Vacation Rentals & Apartments in Dennis Port

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2,179 apartments

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Price per night from

$172

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Price per night from

$172

Dennis Port walk to beach!

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 7

“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.

Responds fast! avg. 2 hours 45 minutes

Price per night from

$203

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“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 from this home. Everything we needed was included; just bring some food and a bathing suit and have a great time! The cottage was the perfect size for our family of four, and the family and friends that joined us on the beach for a day all loved the coziness and décor as much as we did. The ocean is a short walk away, but we bought a parking pass for the week, and were happy that we did. Although we did not explore as many different beaches as we thought we might, it was so convenient to have the pass and be able to pack all our things in the car, drive down to Inman Beach, and have the option to make quick (5 minute) trips back to the house for extra drinks/snacks, bathroom breaks, etc. Parking was never an issue at Inman, so there was no concern about losing a spot. Also, don’t miss out on picking up some steamers from George’s Fish Market. We ate them on the back deck after long days on the beach – perfect and delicious! We can’t wait to return next summer, thank you Lynn and Mark for sharing your home with us!

Responds fast! avg. 1 hour 5 minutes

Price per night from

$144

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“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 gluten free menu for a perfect birthday dinner. The cottage was a great location to explore other areas of the cape. We took the fast ferry from Hyannis to Nantucket one day. We would definitely like to stay at this cottage nestled in a group of 5 cottages encircled with a little white picket fence again. Thanks for sharing your adorable , freshly updated cottage with us.

Responds fast! avg. 32 minutes

Price per night from

$212

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“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.

Responds fast! avg. 1 hour 10 minutes

Price per night from

$350

1 bedroom condo-just steps to the beach

Dennis Port house

1 bedroom / 2 bathrooms / sleeps 4

“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 ride up to Provincetown, Chatham, or Hyannis. You are close to the Bay beaches or the National Seashore.There are plenty of restaurants (that you can order out from), pizza places, the Dog House and Sundae School (for ice cream) is right up the road. Glendon Road Beach is a very short walk so making the trek with chairs, a cooler, and a beach bag was not an issue. (and you save yourself a parking fee). The Del Ray Beach Club is very quiet which I liked and after a day at the beach, relaxing by the pool was very nice. The condo was very cute and just like the pictures. The bedroom is very spacious; plenty of room to hang your clothes. Having two bathrooms was wonderful. The living area is also spacious. We had one of the couches made into a bed the entire stay - but still had another couch to sit on to watch TV. The owner has provided some board games, DVD's, and books - even two beach chairs! It was hot the entire week so we made use of the air conditioning. My only issue during the week was trying to cook on the stove. I set off one of the smoke/fire alarms and it took awhile for them to stop beeping. I ended up not using the stove the rest of the week. Overall this rental is ideal spot for a week out at the Cape. I recommend it for a couple, or a couple with young children.

Price per night from

$93

Charming 3 bdrm cottage - walk to beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 36 minutes

Price per night from

$160

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 38 minutes

Price per night from

$229

3bd 2 bath steps to private association beach

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 7

“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

Responds fast! avg. 3 hours 50 minutes

Price per night from

$575

Dennis Port - Walk To And View Of Beach

Dennis Port cottage

1 bedroom / 1 bathroom / sleeps 6

Price per night from

$232

Cape Cod 2 BR Condo at the Beach July 31-Aug 6, 2020 PRICE REDUCED!

Dennis Port hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$253

enjoy oceans views from this newly renovated home

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 15 minutes

Price per night from

$650

Cape Cod Oceanfront, Dennisport, Private Beach

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$237

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

Dennis Port house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$165

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

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 5

“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, and the large deck with grill allowed us to have our meals outside. There is even an outdoor shower and washer and dryer available. I really liked the no hassle five minute walk down to beach everyday as well. We definitely plan to stay there again next summer. This house is a must see!

Price per night from

$142

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

Dennis Port hotel apartment

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$355

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

Dennis Port house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$242

DEEDED RIGHTS to PRIVATE NANTUCKET SOUND BEACH! 132725

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$179

Antique Captain's Home in the Heart of Dennisport

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 48 minutes

Price per night from

$117

61 Chase Ave

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$154

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

Dennis Port apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 21 minutes

Price per night from

$189

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

Dennis Port condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 30 minutes

Price per night from

$229

3 Bedroom Condo- 300 yards from the Beach

Dennis Port condo

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$271

SEA STREET DENNISPORT! BEACH COMMUNITY! BOOK NOW! 135580

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$129

Breakers Ocean View Resort

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$207

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

Dennis Port house

4 bedrooms / 3 bathrooms / sleeps 8

“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 together and visiting with extended family and friends.(The only difficulty would be transporting a 91 yo mom up the stairs to visit.) As experienced renters over the last 25 years, having wifi, laundry, relaxing tub, great dining space, and enough privacy to feel "away", we were thoroughly pleased...A true delight and wonderful surprise after a long trip from Michigan. Thank you.

Price per night from

$143

4 bedroom home less than a mile to the beach

Dennis Port house

4 bedrooms / 1 bathroom / sleeps 8

Price per night from

$142

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

Dennis Port house

4 bedrooms / 2 bathrooms / sleeps 8

“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 made the stay excellent. We really enjoyed spending the evenings on the back deck. We did have to have someone come to trap a skunk that was hanging around a couple nights in a row but Martha Murray was super responsive about it. Great stay.

Price per night from

$250

Affordable, cozy 2 bedroom cottage less than a mile to the beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 6

“Lovely house” This is a very spacious house in a great location. Walking distance to beach, shops and restaurants. Quiet road and large kitchen. Dishwasher!!!!

Price per night from

$79

Two bedroom located .4 miles to Glendon Road Beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 4

“Great!” We had a great experience - house is brand new, nice and clean. Big back yard. Ideal for families with kids

Price per night from

$93

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

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$171

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 38 minutes

Price per night from

$146

Oceanfront 5 bedroom home sleeping 10-Stunning views

Dennis Port house

5 bedrooms / 4 bathrooms / sleeps 10

“Great!” 4 Flakeyard road is tucked away on a private / shared access part of the beach. The home is lovely with all of the amenities you could want. Excellent deck for evenings and daytime sunning. Second living room which is great for the kids to have time to romp around in. Thanks for a great stay.

Price per night from

$250

Two bedroom just .5 miles to Glendon Beach

Dennis Port house

2 bedrooms / 1 bathroom / sleeps 5

“the space and location are wonderful.” I have been staying here for 3 years in a row. The home is wonderful. The family has thought of everything that you might need to enjoy the time you stay there.

Price per night from

$79

Garden Cottage Just Steps from the Beach in Cape Cod – Sleeps 6

Dennis Port house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$257

Cape Cod MA

Dennis Port apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$101

Three bedroom home just steps to the beach

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$107

Viewing 38 of 2,179
rentals in Dennis Port

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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.

Top Destination reviews

Antique Captain's Home in the Heart of Dennisport
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. It was a good experience staying there and I really would love to spend my vacation there again. Once again thank you so much Alex.see more
Cape Cod 2 Bedroom Cottage 100 yards to the Beach
Best vacation!

We loved staying here! Had a great time and didn't want to go home! We are already planning to come back next year but stay longer. … see more
Glendon Beach Cottage #97 100 yds to the beach
Perfect Getaway

Great family location. Cottage was perfect with everything you need. Beach was beautiful and right there. Clean, comfortable and ready to book for next year !! … see more
Cozy Getaway- 500 Footsteps to the Beach!
Loved it!

Very quaint cottage. Loved the outdoor shower! We never lacked for warm water. It was a quick walk to the beach. Carol was awesome to work with. She was quick to respond to all of my questions. Will keep High Hopes in mind the next time we visit the cape. … see more
Glendon Beach Cottage #93 100 yds to the beach
The place was fantastic!

The location and the accommodations were just amazing. We had three children and two adults. Everyone was comfortable and cozy. The beach was right down the hill, several trips a day back and forth to the beach was great with the kids. Someone would want to say someone would want to do something else. You could leave your stuff set up for the day and come and go as you pleased. Within a couple of miles, you have bike rentals for the Cape Rail Trail. There are boat and kayaks rentals very close by also. Just a great time all around. Thanks, Jamie we had a great time. Looking forward to coming back next year.see more
Beautiful five bedroom home with private swimming pool
Thanksgiving Family Retreat

An amazing place. Very spacious and cozy at the same time. A fully modern house with original features dating back to the 1800's. The outdoor fire pit caps off the evening no matter the season. … see more

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