Condo holiday rentals in Dennis

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Top-rated condo rentals in Dennis

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Guest favourite

Condo in Brewster

4.97 out of 5 average rating, 184 reviews

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!

Guest favourite

Condo in Dennis Port

4.91 out of 5 average rating, 107 reviews

The Sea Salt Studio - Steps to the Beach!

Gorgeous studio 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, Bluetooth speaker, and 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.

Guest favourite

Condo in West Dennis

4.96 out of 5 average rating, 54 reviews

6 Min to Beach - Pool - Private Balcony - Central

Back for the 2025 season! Welcome to Seas the Day! This beautifully decorated and cozy condo is located in West Dennis with easy access to all the best attractions. On a warm sunny day, take a 6-min drive to West Dennis beach, walk to the local restaurants, lounge on the balcony, or relax at the pool area. In the evening, prepare a home cooked meal in the full kitchen that is equipped with basic cooking tools and a dining table for two. End the night with a cozy movie on the SmartTV in bed.

Guest favourite

Condo in Brewster

4.87 out of 5 average rating, 270 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Superhost

Condo in West Yarmouth

5 out of 5 average rating, 3 reviews

Family-Friendly 1BR Condo w/ Pools & Kitchenette

Discover your perfect Cape Cod escape in this charming 1-bedroom condo at Holly Tree Resort in West Yarmouth. Ideal for couples or small families, this unit features a king bed, a cozy sleeper sofa, and a fully equipped kitchenette. With access to indoor and outdoor pools, hot tubs, and a games room, it’s the ideal spot for a relaxing getaway. Located just minutes from iconic beaches, family attractions, and dining, this resort offers everything needed for a memorable vacation.

Superhost

Condo in East Dennis

4.83 out of 5 average rating, 12 reviews

Bright & Breezy Bayside Condo

Enjoy this bright and breezy 2BR unit with room to spread out in the separate loft/workspace. Short walk to many conveniences: restaurants, convenience store, nail salon, yoga studio..and more. This safe and private 2nd floor space with free parking and coin/app op laundry on site is located 1 mile from both Quivet Neck & Sesuit Neck beaches. 4 Beach chairs & 2 bikes available to you for your stay. Stay 30+ days to avoid the 14.45% mandatory short term rental tax!

Guest favourite

Condo in West Dennis

4.85 out of 5 average rating, 54 reviews

Hidden Hideaway

Welcome to Mid Cape Cod. Location, Location, Location. Wake up in the morning and have coffee on your private patio. The view overlooks the well manicured back yard bordered by tress and bunnies running around. After coffee, walk down main street for breakfast and more coffee at 3 Fins. Now that you are hyped, walk across the street and rent a Kayak or SUP for the day. Paddle out the Bass river down to the Nantucket sound. Have lunch next door at Sundancers.

Top Guest favourite

Condo in Dennis Port

4.96 out of 5 average rating, 207 reviews

#4 Starfish Studio, 300 yards to Glendon Beach

Newly renovated 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio waits for your Cape Cod getaway. Head to the beach in the morning and you're close enough to walk back for lunch. Studio comes with a queen bed, a twin bed, kitchenette with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

Top Guest favourite

Condo in Chatham

4.96 out of 5 average rating, 342 reviews

In-town, Pied-a-Terre. Private, Sunny Urban Oasis

Bright, Sunny, great in-town location. CLEAN, SAFE & PRIVATE and spacious, hidden ABOVE shops, behind the Main Post Office. Great for Romantic Getaway, WEDDING GUESTS, business trips, overflow guests or just a quick get-away break. Comfortably furnished, thoughtfully outfitted. Full Kitchen, Quality linens, duvet etc. Walk to everything. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

Guest favourite

Condo in Dennis Port

4.86 out of 5 average rating, 214 reviews

The 5 minute walk to beach Super Cute Beach Condo

This conveniently located rental is just a 3 minute walk to the beach. This studio (245 sq ft) has 1 queen size bed, sleeper sofa, galley kitchen, dishes and silverware, pots and pans, refrigerator, microwave, coffee maker, WiFi, cable TV, beach chairs and umbrella and 2 boogie boards. There is a private patio with a table and a Webber Grill. PLEASE NOTE THE FOLLOWING: WE DO NOT PROVIDE LINENS OR TOWELS. THE BED IS QUEEN SIZE

Guest favourite

Condo in Chatham

4.86 out of 5 average rating, 109 reviews

Steps to Private Beach in Chatham

2 Bedroom condo with views of the beach, ocean and marina. This wonderful condo is part of a beachfront/oceanfront complex, with steps to your own private beach in Chatham! We are within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous lighthouse beach and Monomoy Wildlife refuge. Whether by land or sea, there's something for everyone. This is a great place to make memories.

Guest favourite

Condo in Falmouth

4.88 out of 5 average rating, 129 reviews

A Spectacular. Walk to beach, town and harbor 20

Hi! We are excited to share this newly completed space with you! It’s a fresh, clean and newly renovated townhouse style apartment. All spaces are private to the unit with exception to the parking area. We are steps to everything and have two other cottages on this property in addition to this duplex unit that have lots of great reviews. Please check my profile to help you comfortably make a choice