Vacation Rentals & Houses in Dennis

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1,261 houses

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$172

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“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. 2 hours 13 minutes

Price per night from

$287

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 2 minutes

Price per night from

$172

Dennis Port walk to beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Adorable beachy cottage” Wonderful little cottage. Comfortable slept 4 of us, all the conveniences of home but must bring your own linens/towels/washcloths. Great location, walk to beach, good restaurants. Fireplace provided good heat.

Responds fast! avg. 1 hour 2 minutes

Price per night from

$229

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 8 minutes

Price per night from

$201

Glendon Beach Cottage #95 100 yds to the beach

Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Long Weekend” Great location to beach and local places to eat and drink. Easy access to the rest of the Cape. Pet friendly was a plus. The only downer was it stated it slept 6 but only room for 4, this made for some unhappy campers

Responds fast! avg. 8 minutes

Price per night from

$201

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

$129

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 21 minutes

Price per night from

$315

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

Price per night from

$622

Lovely 4 bedroom home located only .4 miles to West Dennis Beach

West Dennis house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$428

Charming 3 bdrm cottage - walk to beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$246

Nice clean house 1/4 mile walk to Sesuit Harbor!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$515

Antique Captain's Home in the Heart of Dennisport

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 57 minutes

Price per night from

$115

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$245

Beautiful vacation home for rent

Dennis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$523

"The Bayside Colonial" with guest area

East Dennis house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Price per night from

$630

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

Dennis Port condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$287

Large Great Location Dog Friendly!

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$290

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

3 Bedroom Condo- 300 yards from the Beach

Dennis Port condo

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$344

Raised Split Ranch Single House in South Dennis

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$401

Four bedroom home-Only 500 feet walk to shared/private beach with central ac.

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

$250

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

$140

Charming 2 bdrm 1 1/2 bath house

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$194

Glendon Beach Cottage #93 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Cozy & private by the sea!” My husband & I were looking to stay somewhere quiet & private for our week get-a-way. We were not looking to be entertained, we were looking to relax. This was the right choice for our vacation!. The cottages are nearby each other but separate from each other providing privacy from the neighboring cottages. We stayed in cottage #93 on the end & felt more "secluded" from the driveway/roadway. The beach was a short walk from the cottage - no need to bring the car! There were a number of trips made in the morning to the pretty beach location coffee in hand or a chair, drink & book later in the day. The beach is a rare find during "high season" since there is no fee to use. The cottage itself is small-ish as expected w/2 bedrooms, 1 bathroom, 1 common area for kitchen/living space & a nice size front deck w/a picnic table. Easy enough for simple vacation living. When we arrived, we encountered a couple of issues @ the cottage that were an indication of the previous inhabitants & their negligent & destructive living habits. One call to Jamie and the issues were handled promptly. The Property Management Team came to the property & addressed all concerns immediately! All in all, my husband & I will surely be looking to return to this cottage for another stay - maybe even bring the grandkids next time!

Responds fast! avg. 8 minutes

Price per night from

$201

Ocean views from this four bedroom less than 500 feet to shared/private beach

West Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“2 Trotting Park Road Ext.” Very nice home. The location is its best asset. Also, thank you for super weather!

Price per night from

$285

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

$107

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$589

Quiet two bedroom, two bath home with air conditioning

Dennis Port house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“21 Bayberry Lane Dennis Port MA” The cottage had everything you needed including fans and a coffee maker and was very clean. Great yard for kids to run and play. My only request would be wifi internet.

Price per night from

$129

Cliff Cottage By The Pond

Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$148

Lovely 4 bedroom beach home with fantastic views of the ocean and salt pond

West Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Family loved beach house” We have been vacationing at the Cape for years but this wonderful home has won our hearts. The grand kids look forward to walking back and forth to the sandy beach. The evenings are just spectacular looking at the constellations from the great decking. Every year there is a new family of osprey birds in the large nest located just yards away in the natural environment of trees and a pond within view of the house. We witness the care the parents give to the birds as they feed them fresh fish caught from the pond and listen to their cries for more fish and their return. We will return to recapture our memories of our family and celebrate those who are no longer with us.

Price per night from

$600

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

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$315

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

$1,315

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

$129

Three bedroom sleeping 8-steps away from South Village Beach

West Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“29 Beach Rd” As advertised. Very nice, convenient, and a great value. Well equipped kitchen. The second living room downstairs was valuable, and the views upstairs were superb in every direction.

Price per night from

$714

Neat, clean and affordable 4 bedroom home with central air in West Dennis

West Dennis house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

Price per night from

$272

Three bedroom town home located .2 miles to South Village Beach

West Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Relaxing” Had a great vacation third year in a row. Great place convenient location has everything we wanted.

Price per night from

$228

Two bedroom home located less than 3/10's of a mile to shared/private beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great Cottage” We loved the cottage on Shirley Ave. It has a cottage feel but with some modern amenities (flat screen TV, wifi, updated bathroom with tub, etc). The yard is beautiful with a nice patio & outdoor shower. Short walk to haggis and Glendon beaches. We plan on staying there again in the future. Great place!

Price per night from

$142

Viewing 38 of 1,261
rentals in Dennis

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About Dennis

Known as the cultural center of Cape Cod, Dennis is one of the most visited areas of the Cape throughout the year. This small village boasts a number of art galleries and theater houses, as well as great fishing and parasailing. Many of the dining and shopping options in town can be found along Main Street, and plenty of the beach related activities in the area are located along Sesuit Harbor.

Here are few additional suggestions of things to do in Dennis:

  • Scargo Hill: A great panoramic view of Cape Cod and Cape Cod Bay awaits you at the top of the hill.
  • Mayflower Beach: With sandbars that stretch for miles, this is known as one of the most beautiful beaches in the area.
  • Scargo Pottery: This local crafts shop features fine pottery from local artists.
  • Bike the Cape Cod Rail Trail: This 22 mile trail takes you through several towns as you follow the path of an old railroad bed.
  • Cape Cod Museum of Art: Cape Cod's oldest museum displays and preserves the works of local artists past and present.
  • Go fishing: Local companies offer boat rentals and fishing trips for a half-day or full day.

Although there are plenty of events and festivals to enjoy just outside of Dennis year-round, the two main events in the village itself are held during the summer. Windfest, a local wind surfing competition, is held every year in mid-June. The Eventide Art Festival is also held annually in June, showcasing live performances of the plays, poetry, and music of the area.

Luckily, no matter what time of year you decide to visit, finding a vacation rental in Dennis is easy. With homes ranging from condos just steps from the beach to luxury villas with high-end amenities and all the creature comforts of home, there's a property available to help you get the most out of your time on Cape Cod.

Dennis also serves as a great base to explore the rest of the Cape or other parts of New England. Two of the largest and most vibrant towns in the area, Hyannis and Provincetown, are less than 30 minutes away by car.

Top Destination reviews

Two bedroom home just a quick drive to West Dennis Beaches
Cosy cottage

This cosy cottage is nestled in a quiet corner on a quiet street. My family and friends enjoyed it's beachy decor and amenities. Definitely a great place for family and friends! … 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
Glendon Beach Cottage #95 100 yds to the beach
perfect location and pet friendly

Truly 100 yards to a beautiful beach.....easy walk ....plus you walk by wonderful restaurant (great food).... Centrally located ...very easy to get to other beaches and attractions on the cape Jamie the owner always responded quickly to any concerns we had ...plus he was able to correct any issues readily we hope to stay there againsee more
Three bedroom home-Short drive to both West Dennis and South Village Beaches
Perfect!

Kathi - we absolutely loved your home. Perfect size, well stocked, immaculate! Such a quiet and quaint neighborhood. Close to everything. Looking forward to next year! Thanks for all of your help and accomodations. Debbie & Kim … see more
Glendon Beach Cottage #93 100 yds to the beach
Cozy and minutes from the beach

Quiet and cozy cottage. Decent for 2 and a child. We brought our 2 dogs and it got a bit tight but manageable. Would do it again but this time w/o the dogs:) Definitely recommend the place. … see more

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