
Vacation rentals with a pool in Dennis Port
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Dennis Port
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Cape Cod Condo,Walk to Beach, near Nantucket Ferry
Enjoy your next beach vacation at this charming cottagecore-style condo located in the quintessential seaside town of Harwich Port, just a short walk to nearby Wyndemere Bluffs beach.This delightful beach cottage includes 1 bedroom, 1 bathroom, with an additional queen pull out to accommodate 2-4 guests. Grill out on the porch, take a stroll down Main St for ice cream or lobster rolls, or take a dip in the private community pool (steps from your front door)!Nantucket ferry 1 mile down the road!

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 & The Sailing Cow Restaurant! Master bedroom with queen-sized bed & large closet; queen sleeper sofa & smart tv in living area; fully equipped kitchen & dining space; cable tv, Strong Wi-Fi!; ac/heat; outdoor barbeque and seating area. Heated pool is open from Memorial weekend to mid September. Sorry, BED LINENS AND TOWELS ARE NOT PROVIDED**BRING YOUR OWN** No pets :(

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 6/20-9/15/24. The reviews tell all!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
2nd floor Ocean Edge end unit condo located in the heart of Brewster with access to OE resort amenities: pools, gyms, tennis courts, as well as access to resort activities (fees apply). Easy access to Cape Cod Rail Trail for bicycles. Scenic route 6A offers arts & crafts galleries and local shops. A 10 minute car ride to a 36 hole Captains Golf course. Short ride to 10 Brewster bay beaches famous for tidal flats. A 30 minute ride to Cape Cod National Sea Shore. Welcome to your Happy Place!

Walk to the beach or sit poolside! Updated studio!
Adorable condo in the heart of vacationland in Dennis Port! This studio unit is full of natural light and comfortable for two people! The floor plan offers a living area with a queen sized bed and a pull out full sofa. Step out the sliders onto a deck with outdoor seating. There is a shared pool open late June- Aug. All this and right in the middle of the summer fun of Dennis Port and all its activities. The beach is under 1/4 mile away in walking distance. Beach chairs and wagon included!

The Sea Salt Studio - Steps to the Beach!
Gorgeous studio (Unit #1) only 175 yards from white sand Glendon Road beach. 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.

Carolyn's Bass River Condo
This 600 Sq. Ft. condo is located on Bass River. This vacation unit has two levels. The upper level with balcony overlooking Bass River is a combination living room/dining area with a kitchenette plus a full bathroom. The lower level with access to patio is a bedroom with a Queen pillow top bed and a full bed plus a second full bath. Both levels have through the wall AC/heating units. The 18 unit condo complex has an outside heated pool which is open during summer season.

Cape Cod Oasis: pool, hot tub, firepit & grill!
Over 4500 sqft of living space in the heart of Cape Cod, with an inviting pool, a hot tub, magnificent garden and expansive outdoor living space big enough to fit your entire party. Welcome to your own private resort! This beautiful custom-built center entrance colonial has room to roam, both inside and out. 5 beds, 5 baths, eco pool, The building is surrounded by lush landscape and tastefully decorated. Fully equipped chef's kitchen. Short drive to the beach!

Stunning Cape Home - Inground Pool, 5 Min To Beach
Stunning in-ground pool. Just 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

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.

Cute Cottage Near Beach & Main Street 3BR/3BA (15)
Stay at a charming 3-Bedroom cottage in a beautiful setting within walking distance to Cape Cod's warm sandy beaches and Main Street Hyannis. Captain Gosnold Village is ideally located within a short walk from three of the Cape's best beaches and nestled between picturesque Hyannis Port and the vibrant atmosphere of Hyannis Harbor with its island ferries, sightseeing and fishing charters.

Sleeps 12 near beach. Hot tub game room
Your family will be close to everything when you stay at this centrally-located place. 3 miles to Mayflower beach and Coorporation beach. 10 minutes to Harwich port and Chatham. Great location. Private new hot tub. 4 bedrooms. Sleeps up to 12. Game room fire pit bbq and so much more. Create your cape memories year after year at this perfect cape cod gem. No parties.
Popular amenities for Dennis Port rentals with a pool
House rentals with a pool

Modern Cape Cod home steps to beach; pool access!

House on Cape Cod with pool close to beach

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

Sauna, Hot Tub, Walk to Beach -Seaglass Cottage

Heated Pool. Hot Tub. Game Room. Beach Nearby!

Mansion with Heated Pool Near Ocean

Large Home Heated Swimming Pool Private Beach
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Ocean Breeze

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

Hidden Hideaway

Beachfront Complex in Hyannis

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Oct + Nov Discount | Central | Private Balcony
Other vacation rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Beautiful Mashpee Home with Pool

5-bedroom Cape with a pool and yard games.

Modern Cape, Private Salt Water Pool, Beaches-Golf

Ocean Edge Townhouse/Pool Access

4 BD slice of Harwich Heaven

Winslow Acres [heated] Pool Escape; pool May 15

Oceanfront beach house - Entire 1st floor
When is the best time to visit Dennis Port?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,708 | ﺩ.ﺇ1,789 | ﺩ.ﺇ1,183 | ﺩ.ﺇ1,410 | ﺩ.ﺇ1,807 | ﺩ.ﺇ1,759 | ﺩ.ﺇ1,399 | ﺩ.ﺇ1,484 | ﺩ.ﺇ1,656 | ﺩ.ﺇ1,656 |
| 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 |
Quick stats about vacation rentals with a pool in Dennis Port

Total vacation rentals
Explore 120 vacation rentals in Dennis Port

Nightly prices starting at
Dennis Port vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 830 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
120 of Dennis Port vacation 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
Destinations to explore
- Cottage rentals Dennis Port
- Hotel rentals Dennis Port
- Rentals with a fire pit Dennis Port
- Rentals with a fireplace Dennis Port
- Rentals with a washer and dryer Dennis Port
- Condo rentals Dennis Port
- Apartment rentals Dennis Port
- Rentals with outdoor seating Dennis Port
- House rentals Dennis Port
- Rentals with beach access Dennis Port
- Rentals with a hot tub Dennis Port
- Rentals with a patio Dennis Port
- Waterfront rentals Dennis Port
- Beachfront rentals Dennis Port
- Pet-friendly rentals Dennis Port
- Rentals with lake access Dennis Port
- Boutique hotel rentals Dennis Port
- Family-friendly rentals Dennis Port
- Rentals with breakfast Dennis Port
- Rentals with pools Dennis
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Mayflower Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
- Lighthouse Beach
- Town Neck Beach
- Inman Road Beach
- Ellis Landing Beach
- Nickerson State Park
- New Silver Beach
- Falmouth Beach
- Scusset Beach
- Cape Cod Inflatable Park
- Peggotty Beach
- Corn Hill Beach