
Waterfront holiday rentals in Dennis Port
Find and book unique waterfront accommodation on Airbnb
Quick stats about waterfront rentals in Dennis Port

Total holiday rentals
Explore 90 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at $255 NZD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Dennis Port holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dennis Port rentals

4.7 Average rating
Dennis Port stays receive an average rating of 4.7 out of 5 from guests
Top-rated waterfront accommodation in Dennis Port
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.
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Salt Cottage Dennis Port, Cape Cod, MA
Two bedroom cottage that is merely a few steps to a private beach. **Can be booked with it’s adjacent sister properties, ‘Seabbatical (Sea) Cottage and Shore Thing (Shore) Cottage,’ for larger groups. Views of the ocean from front windows & deck. Salty breezes to breathe in and the sound of waves to put you to sleep nightly. Everything you need for a summer vacation. Perfect beach for families-close enough to hop back to the cottage for whatever you need. Relax, unwind & enjoy Cape Cod.
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Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.
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Local Beach+ Fireplace + Hot Tub Under the *Stars*
Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod
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Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.
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Gorgeous Modern Ocean-Front Cottage With Hot Tub
*OCEANFRONT PRIVATE COTTAGE* "Cape Escape" is a luxurious beachfront escape offering unparalleled ocean views and the soothing sounds of crashing waves. Imagine waking to the breathtaking sunrise over the Atlantic, then spending your days basking in the sun with direct semi-private beach access. This exceptional property boasts a rejuvenating hot tub, perfect for unwinding. As the evening descends, gather around the crackling fire pit, sharing stories and creating lasting memories.
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Oceanview Cottage, Million $ View Sea Street Beach
Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!
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Nehemiahs Nest: Healing Cape Cod Pond View Cottage
18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available
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Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.
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Luxury Waterfront - Hot Tub, Deck & Waterviews
Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining
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The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.
BeachViewOutdoor spaces

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries
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Popular amenities for Dennis Port waterfront rentals
Waterfront apartment accommodation

Cape Cod Canal Home
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Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus
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Cable's Lighthouse at Seaside Condos | Oceanfront
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Cozy beachfront unit in Harwich - Unit 1
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Ocean-view bed, bth, kit. Deck. Spa.
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Waterfront Oasis in Yarmouth, Cape Cod
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Bright Condo on private beach
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John’s Pond Beach Studio
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Waterfront house rentals

Cottage with private beach in Hyannis Port
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Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
RiverBeachLayout

gorgeous waterfront cottage w/4kayaks and 2 SUPs
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Beachfront Charmer! Newly Renovated.
BeachViewWalkability

3-min walk to BEACH! Private luxury Backyard!
BeachAmenitiesComfort

Modern & Coastal Cape Cottage + Steps to Beach
BeachLocationComfort

Stunning Waterfront Home w/ Hot Tub, Deck & Office
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Waterfront on Swan Pond with Kayaks!
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Waterfront condo accommodation

Private Beach in Chatham - Sleeps 5
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Studio steps to a private beach! 2 paddle boards
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Oceanfront condo on Brewster Flats
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1BR 2nd Floor Condo with pool
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Hidden Hideaway
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Ocean Edge Resort/Pool access/2bedroom-2bath Condo
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Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access
BeachCleanlinessPool

Dreamy Ocean Views: Dog-Friendly Beach Perch
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When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $492 NZD | $492 NZD | $492 NZD | $485 NZD | $477 NZD | $607 NZD | $721 NZD | $716 NZD | $448 NZD | $445 NZD | $439 NZD | $439 NZD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Destinations to explore
- Rentals with lake access Dennis Port
- Rentals with beach access Dennis Port
- Condo rentals Dennis Port
- Rentals with pools Dennis Port
- Apartment rentals Dennis Port
- Hotel rooms Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
- Boutique hotels Dennis Port
- Cottage rentals Dennis Port
- House rentals Dennis Port
- Rentals with a hot tub Dennis Port
- Family-friendly rentals Dennis Port
- Rentals with breakfast Dennis Port
- Waterfront rentals Dennis
- Waterfront rentals Barnstable County
- Waterfront rentals Massachusetts
- Waterfront rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
- Saquish Beach
- Nauset Beach
- Skaket Beach
- Pinehills Golf Club
- Falmouth Heights Beach
- Race Point Beach
- Coast Guard Beach
- Cape Cod Canal
- Popponesset Peninsula
- Cape Cod Inflatable Park
- Inkwell Beach
- Nickerson State Park
- Sea Gull Beach
- Cahoon Hollow Beach
- Marconi Beach





