
Holiday rentals with a pool in Dennis Port
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Dennis Port

Total holiday rentals
Explore 130 holiday rentals in Dennis Port

Nightly prices starting at
Dennis Port holiday rentals start at $126 AUD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

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

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
130 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 rentals with a pool in Dennis Port
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/26. The reviews tell all!

House on Cape Cod with pool close to beach
This single family house is located at the end of a cul de sac in a quite neighborhood in walking distance to Mayflower and Bayview beaches. You enter through the bright and open kitchen, looking out over the patio and the pool. The open living and dining room open up to a sun room where you can relax after a fun day at the beach. The two smaller bedrooms share a big bathroom with tub and double sink, whereas the master bedroom has its own bathroom. A big dining table can host up to 8 people.

1BR 2nd Floor Condo with pool
This 1 bedroom condo has a king size bed, living room, and kitchenette. Close to everything including Bass River Marina across the street with 2 restaurants and boat rentals. Many more dining options close by. In the mood for the beach? Beautiful West Dennis beach is less than a 5 minute drive away. Popular Mayflower beach is less than 20 minutes north. Clean outdoor pool in case you want to stay close (seasonal). 1 bathroom with shower to wash up after! TV and internet for rainy days.

Stylish & Modern Studio Condo - Steps to the Beach
Stay in a renovated modern, cozy studio style condo with walking distance to Glendon Beach. This stylish airy & bright poolside retreat is perfect for couples and solo travelers. A slider door offers direct access to the shared pool area. The kitchenette features quartz counters, a sink, refrigerator, 2-burner cooktop, and a microwave. Enjoy a restful night's sleep with a memory foam mattress and black-out curtains. The home also has a 24" Roku Smart TV for you to enjoy your favorite shows.

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

Poolside studio home! A walk to the beach!
Your family will be close to everything when you stay at this central located studio in the heart of Dennis Port. The shared pool is located right outside your door! You’ll find all kitchen essentials, full stove and propane grill. The floor plan offers a large living area with a queen size bed and 2 pull out queen sofas. Step outside via sliders to outdoor seating. Condo is less than 1/4 mile from and within walking distance to the beach. Beach chairs and tent included. Parking on premises.

Steps to the Beach & Heated Pool!
Super cute, remodeled 1 bedroom/ 1 bath, 1st floor condo!. Partial Ocean Views! Steps away from Glendon Beach & Heated Pool. Master bedroom with queen-sized bed & large closet; queen sleeper sofa & smart tv in living area; fully equipped kitchen w/Keurig & dining space; cable tv, Strong Wi-Fi!; ac/heat; outdoor barbeque and seating area. Heated pool is open from Memorial weekend to mid September. Like most condos on the Cape, you must provide your own towels and bed linens

The Holly Cottage
Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

Bright and Lovely Cottage With Community Pool
Skylights and lots of windows make this contemporary cottage appealing. Just over 1/2 mile to the ocean! Quiet community with pool. One bedroom with queen bed. Loft with twin bed. WIFI, outside shower, locking shed, private deck, fenced yard. Come and relax. Please inquire for any possible flexibility in calendar dates and arrival or check-out times. We will try to help. Incredible bike path nearby!! Sorry - no smoking and no pets.

Comfy Cape Escape! Spacious, Cozy, Close to Beach!
Come stay at the Cape and enjoy this comfortable, DOUBLE-UNIT condominium to do so! Bring your family, or even your friends, and sleep well on the three queen-sized beds in this space! Enjoy breakfast in the 5-chair nook after preparing it in the quaint yet amenable kitchen. Then, walk 5 minutes down to the beach and relax. Come back and cook-out on the large grill on the spacious, private patio.

Ocean Edge Cape House with Beach, Pool, and AC
Your dream Cape Cod getaway awaits! This classic Cape Cod cottage is nestled in the heart of Brewster, offering a perfect blend of comfort, relaxation, and outdoor adventure. With access to a private beach, resort-style amenities, and iconic local attractions, this is the ultimate retreat for families, couples, or groups looking to experience the best of the Cape.
Popular amenities for Dennis Port rentals with a pool
House rentals with a pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Water Views Private Pool, Hot Tub, Access to Cove!

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Modern Cape, Private Heated Pool, Beach, Golf

4 BD slice of Harwich Heaven

Hyannis Port Coastal Escape – Pool & Walk to Beach

Winslow Acres [heated] Pool Escape; pool May-Oct

CapeSearenity-Large Pool-Beach Passes-Family Fun!
Condo rentals with a pool

Peaceful Retreat on Chilton Lane

Resort Pools & Golf Views · Walk to Bay Beaches

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Hidden Hideaway

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Mary's Cape Escape

Mid Cape Cod, 3 Season Haven by Bass River

Cape Cod, South Yarmouth July 18-25. Sleeps 8
Other holiday rentals with a pool

Adorable 2BR cottage with pool.

Renovated Cape Oasis W/ New Pool and Game Room!

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

1 bedroom apartment located 5 minute walk to beach

Coastal Retreat in Sandwich -Pool Access, Dogs OK!

Happy Daze are here again! Cute condo by the Bay!

private pool, spacious, quiet private home,

Cute Dennis Port Cottage with pool & A/C
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $234 AUD | $294 AUD | $463 AUD | $683 AUD | $451 AUD | $538 AUD | $660 AUD | $676 AUD | $503 AUD | $283 AUD | $219 AUD | $252 AUD |
| 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 |
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Sandy Neck Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Lighthouse Beach
- Nickerson State Park
- Skaket Beach
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Cape Cod Canal
- Sea Gull Beach
- Town Neck Beach
- Sandwich Glass Museum
- Marconi Beach





