Discover a selection of 1,000 vacation rentals in Dennis Port that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including air conditioning and swimming pools. Prices start at $95 per night, and houses and cottages are popular options for a stay in Dennis Port. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Dennis Port
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What are the top vacation rentals in or near Dennis Port?

Whatever your vacation needs, you'll find a rental in or around Dennis Port that's a perfect match. Why not try these on for size?:

  • Make use of handy amenities like a nearby marina and a porch at Panoramic Views Of Snug Harbor In Beautiful West Falmouth. Situated around 25 miles from Dennis Port, this unique option has 6 bedrooms and good guest reviews.
  • Alternatively, make a booking at Chatham Seaside Cottage - Oceanfront Beach Cottage. Located around 7 miles from the heart of Dennis Port, it has 2 bedrooms and features a barbecue grill and a stovetop.

For even more great options, use the search bar at the top of the page to find the perfect Dennis Port vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Dennis Port?

There's nothing like a short escape to recharge your batteries. Pack your carry-on bag and enjoy a breather at one of these appealing weekend getaways in and around Dennis Port:

  • Luxurious Harbor View “cynthia” Cottage. Walk And Bike To Everything is a comfortable option around 25 miles south of the center of Dennis Port. You'll never have to travel far to find something cool to do around this escape. Get outdoors and explore Hardings Beach and Siasconet Beach. Activities like shopping and a garden will add a nice finishing touch to your quick break.
  • Picturesque Pond Front Property will also roll out the welcome mat for you. Around 9 miles west of Dennis Port, use it as a base to do a little coffee and tea making facilities or a nearby laundromat. Harwich Port and Menauhant Beach also have to be on your to-do list while you're here.

What are the best romantic weekend getaways in or near Dennis Port?

Nothing says "I love you" like a romantic weekend together. If you're longing to spend a couple of relaxing evenings away with your other half, we've got some romantic getaways in and around Dennis Port that will set your hearts aflutter:

  • Sneak off on Friday for a few passionate nights at Panoramic Views Of Snug Harbor In Beautiful West Falmouth. Located approximately 25 miles from Dennis Port, this property comes with plenty of nice touches, like a nearby waterfront and a balcony.
  • Another option where you can spend a few magical days together is Chatham Seaside Cottage - Oceanfront Beach Cottage. Located 7 miles from Dennis Port, a fireplace and an ocean view add to the atmosphere here.

Are there mansions for rent in or near Dennis Port?

If you're searching for somewhere to reconnect with loved ones this vacation, you're going to need somewhere spacious. These mansions for rent in or near Dennis Port will fit your entire crew while doing it in style:

  • Located approximately 25 miles to the northwest of Dennis Port, Mansion With Heated Pool Near Ocean is the ideal place to put your feet up in the lap of luxury. Amenities here include a kitchen and a fridge.
  • Another popular option is Luxurious Captain's Mansion - Waterfront. Approximately 25 miles to the southwest of Dennis Port, this sumptuous vacation rental is the crème-de-la-crème of style and character and offers a stereo, free WiFi and more.

What's the best place to stay if you're looking to rent a house for a weekend in or near Dennis Port?

With beautiful beaches and historic appeal, Oak Bluffs is a wonderful spot to visit for a weekend or more. You'll find it 25 miles to the southwest of Dennis Port. A major drawcard here is Inkwell Beach, offering picturesque views of natural beauty. Wander along the seaside or just sit back and relax on the white sand.

What are the best large group vacation rentals in or near Dennis Port?

Share your vacation and have more fun. Whether you're organizing an action-packed escape with your best friends or a family reunion, you'll have your pick of large group vacation rentals in and around Dennis Port:

  • A wealth of amenities including a nearby bay and an oven make Panoramic Views Of Snug Harbor In Beautiful West Falmouth a group favorite. This popular retreat has 6 bedrooms and sleeps up to 12 people. From the center of Dennis Port, it's around 25 miles away to the west.
  • Nothing's more important than hanging out with the people you love, and Enjoy A Secluded, Private Beach makes it easy to do that. Located around 30 miles to the west of Dennis Port, as many as 16 people can stay in this vacation rental which has 8 bedrooms. A fireplace and an oven are among the many amenities on offer here.

What are the best houses for rent with a pool in or near Dennis Port?

Of all the conveniences a vacation rental can offer, a pool delivers the most fun. Check out these houses for rent with a pool in or near Dennis Port and spend your time splashing about. Just don't forget to bring your inflatable flamingo:

  • Treat the gang to an unforgettable break at Pet Friendly, Perfect Price, House And Spot. There's a lot to love about this retreat apart from its pool, such as a stovetop and golf.
  • Good Times And Tan Lines Eatbeachsleeprepeat 4 Bedroom House W is the kind of place you go to leave it all behind and make the most of your surroundings, starting with its pool. A stovetop and an ocean view are also on hand to make your visit a memorable one.

Curious what the weather is like in Dennis Port? It has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 70 ºF. If you're chasing a little more inspiration on places to stay in this exciting destination, use the search bar at the top of the page and adjust the filters to look through our entire selection of Dennis Port vacation rentals.

What are the best large family vacation rentals in or near Dennis Port?

A family get-together should be memorable. Whether you're planning an action-packed escape with the kids or that long-overdue family reunion, Vrbo's large family vacation rentals in or near Dennis Port offer a comfy home away from home with enough space for everyone:

  • Around 25 miles to the west of Dennis Port, Panoramic Views Of Snug Harbor In Beautiful West Falmouth has 6 bedrooms and sleeps up to 12 guests. It comes with a range of amenities, including children's games and nearby birdwatching activities.
  • Another popular option is Picturesque Pond Front Property. This vacation rental is 9 miles west of Dennis Port and features coffee and tea making facilities, a travel crib and more. With 3 bedrooms accommodating up to 7 people, don't worry about leaving anyone off your guest list.

If you're eager to visit some family-friendly attractions in the area, there's no shortage of choice. New England Aquarium, Newbury Street and CoCo Key Water Resort - Boston promise lots of fun for all ages.

Can I find family cabin rentals in or near Dennis Port?

Spending time with family is important, which is why we'll help you find a space where you can truly connect. Rent one of these family cabin rentals in or near Dennis Port and make memories with the ones you love:

  • Waterfront Cabin On Long Pond - This popular escape offers a hair dryer and nearby museums and is located about 25 miles northwest of central Dennis Port.
  • Cabin - Waterfront, Amazing Sunsets, Dock - Rally the troops and spend a few nights at this welcoming stay, which is around 1 mile to the west of Dennis Port. You'll have access to a pool, housekeeping services and a good deal more.

For more options, use the search bar at the top of the page and adjust the filters to find the Dennis Port vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Dennis Port?

Often situated in sought-after positions due to their compact size, a one-bedroom vacation rental is a perfect solution for one or two travelers. Here's a taste of Vrbo's range in or near Dennis Port:

  • Check out Glen 110 #2 - Cute And Clean Condo, a great centrally located one-bedroom property. A water park and off-street parking options are just a few of the inclusions here.
  • Also within easy reach of all the delights of Dennis Port, Amazing Waterfront Condominium With Private Beach In Dennis Port is another popular one-bedroom option. After a big day of exploring, return and take advantage of WiFi and an oven.