Dennis Port Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Dennis Port vacation rentals

Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is ￥20,142
￥50,663 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Outdoor dining
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

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
The price is ￥13,912
￥48,806 total
includes taxes & fees
Dec 28 - Dec 29
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (62)
"Clean, beautiful, great location "
United States
Jennifer B.
The price is ￥11,086
￥50,613 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quaint condo near private beach access with fireplace - close to dining
Beach
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC

Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
2.0 star property
Dennis Port
The price is ￥22,953
￥70,482 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Relaxed coastal cottage close to the beach with e-bikes, firepit, deck & AC
Sun loungers
Eazy Breezy Beach Home

Eazy Breezy Beach Home

Eazy Breezy Beach Home
Dennis
10.0 out of 10, Exceptional, (2)
"A great place! Cute and clean with all the comforts of home...and more!"
United States
Kristen D.
The price is ￥28,105
￥47,000 total
includes taxes & fees
Dec 28 - Dec 29
Eazy Breezy Beach Home
Beach nearby, sun loungers, beach towels
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (32)
"The place was adorable and the location was perfect. We could walk to the beach, to an amazing little bakery and it gave us great access to our weekend of wedding events.Irene had suggested sunset at Mayflower Beach and it was spectacular. We will be back in the future."
United States
Natalie D.
The price is ￥46,795
￥106,811 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (341)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Fridge, microwave, oven, stovetop
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Chatham
9.6 out of 10, Exceptional, (30)
"CutePrivateGreat outdoor showe "
United States
Stephanie D.
The price is ￥14,209
￥51,920 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
West Brewster
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
The price is ￥20,041
￥107,999 total
includes taxes & fees
Dec 28 - Dec 29
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Wellfleet
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is ￥21,782
￥67,998 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Outdoor dining
🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (23)
"Everything was great, we really enjoyed our stay!"
United States
Anna T.
The price is ￥24,278
￥67,103 total
includes taxes & fees
Dec 28 - Dec 29
🦀Waterfront at The Velvet Crab~Amazing Sunsets
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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
9.6 out of 10, Exceptional, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is ￥17,956
￥69,395 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort

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, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is ￥24,202
￥80,231 total
includes taxes & fees
Dec 28 - Dec 29
Cozy Large Home in Harwich with Patio near Wequassett Resort
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is ￥21,703
￥72,570 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lovely House 5 Min to Beach with Deck, Grill, Garage
Beach nearby
Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit

Charming House by the Beach with Patio, Grill, FirePit
Bass River
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
The price is ￥20,142
￥80,058 total
includes taxes & fees
Dec 28 - Dec 29
Charming House by the Beach with Patio, Grill, FirePit
Exterior detail
The Nantucket Room Unit - #2

The Nantucket Room Unit - #2

The Nantucket Room Unit - #2
Harwich port
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
The price is ￥19,518
￥35,035 total
includes taxes & fees
Dec 28 - Dec 29
The Nantucket Room Unit - #2
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is ￥24,278
￥79,253 total
includes taxes & fees
Dec 28 - Dec 29
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Interior
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Eastham
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
The price is ￥24,278
￥78,896 total
includes taxes & fees
Dec 29 - Dec 30
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is ￥25,134
￥77,909 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Pet-Friendly Surf Shack Hideaway on the Cove
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach
Eastham
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
The price is ￥27,014
￥74,521 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Sand Bar-Dog Friendly on Cooks Brook Beach
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 Dennis Port Hotel Reviews

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

10/10 Excellent
"Very comfortable bed (had a cushy topper). Pet-friendly. Clean & Organized; had everything we needed. Was cold & windy outside during our stay, it even snowed, but we were warm inside. Location away from main / busy streets was nice since we were able to walk dog in a residential neighborhood without excessive traffic - yet convenient access to stores & major roads. "
Thomas S. 7-night trip
Posted 8 days ago
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Find out more about Dennis Port

Search for holiday rentals in Dennis Port on Expedia! You can easily find your home rentals, villas, holiday apartments in Dennis Port using one of the methods below:

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Look no further and take a look at our great range of rental properties in Dennis Port!

Frequently asked questions

Can I find vacation rentals in Dennis Port?

Yes, there are vacation rentals close to popular local attractions in Dennis Port, or you can select a more secluded option if you'd like a relaxing place to stay. Visitors to Dennis Port speak positively about the scenic seaside and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

What are some of the best vacation home rentals in Dennis Port?

Walk To Beach - Comfortable 2BR Cottage: Visitors give good reviews to this Dennis Port vacation home rental, which is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a private yard. Another good choice for your trip to Dennis Port is Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!.

How many vacation rentals are there in Dennis Port?

Expedia has 238 vacation rentals for your stay in Dennis Port.

What’s there to see and do in Dennis Port?

Sea Street Beach and Swan Pond River are a couple of scenic spots to enjoy the outdoors, whereas Cape Cod Theatre Company – Home of the Harwich Jr. Theatre is one of the cultural attractions. Cape Cod Beaches and Haigis Beach are other places to visit while you're in town.

What’s a vacation rental in Dennis Port like?

Vacation rentals are private properties you can book for several days or longer in Dennis Port. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.