Vacation rentals with a pool in Dennis Port

Beachside Condo with Balcony - Oceanside Condos

Charming Cape Cod oceanside condominium unit, located just steps from the warm waters of Nantucket Sound. Queen bed, futon, heated pool, BBQ grill with outdoor table, high-speed wifi, cable, & 2 TVs. Do your own cooking with fully-furnished kitchenette (stove, fridge, microwave, coffeemaker, & utensils), or go out to local restaurants, ice cream sundaes, go-carts, mini-golf, kayaking, or jetskiing. 2nd floor, no elevators; not handicap-friendly. No pets. Bring own linens. Pool closes mid-Sep.

Bright and Lovely Cottage With Community Pool

(Reservations avail as of my 5/14/27 season opening. Prices now INCLUDE the Airbnb Guest Fee! Only state/local taxes added.) Skylights & lots of windows make this contemporary cottage appealing. A loved location. Just over 1/2 mile to the ocean! Quiet community w/ pool. One bedroom - queen bed. Loft - twin bed. WIFI, outside shower, locking shed, private deck, fenced yard. Come. Relax! Some flexibility re dates and arrival times. Will try to help. Incredible bike path nearby!!

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.

Modern Oasis, Heated Saltwater Pool, Beach, Golf

Welcome to an exceptional modern Cape Oasis on a private & quiet cul-de-sac Mins. to Golf, beaches, lakes, bike path Bright airy, spacious, central AC, modern/new furnishing，enjoyable year-round Expansive deck, pool lounge & yard Fenced in w/full privacy Thoughtfully curated for multi families/groups Resort style retreat w/tranquility & fun games Location is virtually close to everything Pool heat: Memorial day weekend -last Sun. of Sept. All essentials provided 6+ free parking

Dennis Deluxe King Room | Full Studio w/ Kitchenet

Dennis Port Surf Club Boutique Hotel – Your ideal Cape Cod getaway at 329 Main Street. Newly renovated and family-friendly, we’re just 5 minutes from the beach and located on Route 28 near top dining, shopping, and attractions. Enjoy our outdoor pool, Jacuzzi, and mini arcade. Rooms include free Wi-Fi, microwave, and mini fridge. Steps from mini golf, arcade, bumper cars, and ice cream. Free parking and a welcoming stay for couples, families, and beach lovers. $85 pet fee not included

Beachwalk cozy studio with pool!

Your family will be close to everything at this central located studio in the heart of Dennis Port. Walkable 1/2 mile to Haigis Beach or relax by the shared pool! This furnished apt is perfect for 2 people/ baby with a queen bed, a newly renovated full kitchen with stove, fridge, Keurig, microwave and all essentials. Studio has air conditioning, smart TV with cable, Wifi, and access to back patio area with grill and furniture. Parking on premises. Beach chairs and beach wagon included!

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.

X Marks the spot

X marks the spot for your perfect Cape Cod getaway. This renovated 3BR, 2BA cottage in Dennis Port is just steps to Inman Beach, Sea Street Park, and local favorites. Enjoy a bright open living area, modern kitchen, A/C, heat, and in-unit laundry. Outside features a private patio with grill, fire pit, and outdoor shower. Includes parking, and classic Cape charm—perfect for a relaxing coastal stay just moments from the sand.

Cozy cottage steps to the beach!

PLEASE NOTE BED LINENS (QUEEN) AND TOWELS NOT PROVIDED. You’ll treasure your time at this memorable place that is steps from a heated outdoor pool, gas grills, and the beach! Close to shopping and restaurants and everything mid Cape Cod has to offer. The complex is located directly across the street from Glendon Road Beach and next to the Sailing Cow restaurant. Relax onsite or explore, it is up to you!

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.