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Condo vacation rentals in Dennis

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Top-rated condo rentals in Dennis

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Condo in New Bedford

4.82 out of 5 average rating, 141 reviews

Modern Downtown Condo!

This is it! Treat yourself to a centrally located modern downtown condo!!!! This property is located less than a mile from a plethora of restaurants, shops, the scenic waterfront, ferries, museums, theater, hospital, and the zoo! Great for travel nurses or those visiting Cape Cod and Martha’s Vineyard! Minutes to UMass! 30 min. to Providence, RI. 30 to Cape Cod. 35 to Newport, RI. 50 min to Boston, MA. Hassle free living on the first floor. Updated keypad code access. Quiet neighborhood!

Condo in Brewster

4.97 out of 5 average rating, 177 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!

Condo in Plymouth

5 out of 5 average rating, 104 reviews

Captain's Lodge- #1, Plymouth Water Front Condo

1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths. Full large eat in kitchen + dinning and living room area. Massive outside deck over looking Plymouth harbor. Located in the heart of the historic Plymouth Water front. Short walk to the rock, Mayflower and beaches and surrounded by resturants , pubs and night life. Location offers access to all that Plymouth has to offer. Condo has been recently remodeled and everything is new and clean. Off street parking on location.

Condo in Brewster

4.86 out of 5 average rating, 208 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!

Condo in Oak Bluffs

4.9 out of 5 average rating, 241 reviews

Stunning. Walk to Beach, Town and Harbor 113B

Walk to all Oak Bluffs has to offer. 5-10 minutes to harbor, town, beach and restaraunts. Amazing location! This three unit property offers a shared patio and deck space along with all the amenities. It is private and well appointed. 2 flat screen Televisions, wifi, appliances, tile throughout, granite counters, outdoor shower, gas grill and best of all it's all brand new. This 400 square foot unit will provide you with an excellent home base to explore Oak Bluffs and Martha's Vineyard.

Condo in Dennis Port

4.93 out of 5 average rating, 15 reviews

Cottage Getaway

You’ll be charmed by this beach themed cottage less than a half mile walk from two great beaches and the popular Sailing Cow restaurant. Many restaurants are just minutes away. Easily rent kayaks and paddleboards nearby or use our beach chairs and towels to sit back and relax. For those wanting to stay in and cook, you'll find a full kitchen. The supermarket and other amenities are just minutes away! Or simply enjoy a cup of coffee from the Keurig and head out for a full day of fun.

Condo in Chatham

4.86 out of 5 average rating, 80 reviews

Walk to beach! Chatham Luxury near downtown, CBI!

Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham links golf & downtown! Luxury 2 bedroom, 2 bath condo with full kitchen & cookware. Quiet, comfy space centrally located. Peaceful, relaxing private space with large queen bed, daybed w/ pull out trundle, A/C, washer dryer, Wifi & ample parking. Hulu live tv, Netflix, Prime video, HBO max, Disney+. Central to everything! Perfect Cape escape. IG @chatham_searenity

Condo in New Seabury

4.98 out of 5 average rating, 128 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to our beautiful Cape Condo located in The Mews at New Seabury Country Club in Mashpee, MA. Our unit provides access to a private condo association pool a 3 min walk from the unit. Also, we have: -5 min bike/car ride to beach -Central air, wifi, cable, gas grill -Located on Championship Golf Course -Beach chairs, beach towels/toys -New Seabury Village restaurants, mini-golf, bowling, museums -20 min drive to Hy-Line Ferry to Nantucket/Martha's Vineyard

Condo in Dennis Port

4.94 out of 5 average rating, 169 reviews

#6 Ocean Oasis 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.

Condo in Dennis Port

4.86 out of 5 average rating, 197 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

Condo in Chatham

4.96 out of 5 average rating, 317 reviews

In-town, Pied-a-Terre. Private, Sunny Comfy Home.

Bright, Sunny, great in-town location. CLEAN, SAFE & PRIVATE hidden ABOVE shops, behind the Main Post Office. Great for Romantic Getaway, business trips, overflow guests. Comfortably furnished, thoughtfully outfitted. 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**

Condo in Brewster

4.91 out of 5 average rating, 115 reviews

🌊Cape Escape Nestled in an Amenity Rich Resort🏖

Come stay in this light, bright, clean, newly renovated Cape Escape! From the custom made live edge tables to the incredible natural light, you’re sure to feel calm and comfortable in this beautiful vacation rental. With a three-night minimum and up to a 30-day stay, make it a long weekend getaway or a month of rest and relaxation.

Vacation rentals for every style

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Quaint homes, peaceful surroundings

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Apartments

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Popular amenities for Dennis condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in West Dennis

4.84 out of 5 average rating, 19 reviews

The Lemon Slice- a little slice of Cape Cod heaven

Condo in Chatham

4.94 out of 5 average rating, 49 reviews

Two bedroom condo close to beach

Condo in Tisbury

4.9 out of 5 average rating, 72 reviews

Sunny 2bedroom condo w pool, walk to town

Condo in Oak Bluffs

4.96 out of 5 average rating, 27 reviews

LOCATION LOCATION!! Ocean- View TOP Floor Condo

Condo in Plymouth

4.87 out of 5 average rating, 60 reviews

Stunning Waterfront Condo-Prime Spot w/ Parking!

Condo in Falmouth

5 out of 5 average rating, 4 reviews

InnSeason Resorts Captains Quarter's

Condo in New Seabury

4.94 out of 5 average rating, 72 reviews

Serenity By The Sea, Mashpee/New Seabury, MA

Condo in Hyannis Port

4.82 out of 5 average rating, 17 reviews

Beachfront Complex in Hyannis

Pet-friendly condo rentals

Condo in Plymouth

4.76 out of 5 average rating, 153 reviews

Clear Pond Pet Friendly Inn

Condo in West Yarmouth

5 out of 5 average rating, 4 reviews

Quiet Condo 5 min drive to Main St. Hyannis

Condo in Dennis Port

4.55 out of 5 average rating, 33 reviews

Newly Renovated, 4 min drive to Sea Street Beach

Condo in Dennis Port

4.65 out of 5 average rating, 40 reviews

Seaside 2 br Condo (111-3)

Condo in Tisbury

4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

Condo in New Bedford

4.67 out of 5 average rating, 36 reviews

Crow's Nest Down Town New Bedford.

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

Condo in Chatham

5 out of 5 average rating, 8 reviews

“Summer Catch” Lovely Updated Chatham Village Home

Condo rentals with a pool

Condo in Dennis Port

5 out of 5 average rating, 4 reviews

Cape Cod 1BR Condo on lovely Ocean Front Resort

Condo in Dennis Port

4.78 out of 5 average rating, 58 reviews

Cozy Studio Just Steps Away From the Beach!

Condo in West Dennis

4.89 out of 5 average rating, 28 reviews

1BR 2nd Floor Condo with pool

Condo in Dennis Port

4.84 out of 5 average rating, 76 reviews

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

Condo in Brewster

4.9 out of 5 average rating, 39 reviews

Ocean Edge: 2 bed/2 bath - Pool/Gym, Near Beaches

Condo in Dennis Port

4.84 out of 5 average rating, 58 reviews

Stylish & Modern Studio Condo - Steps to the Beach

Condo in West Dennis

4.84 out of 5 average rating, 49 reviews

Hidden Hideaway

Condo in Brewster

5 out of 5 average rating, 71 reviews

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

Quick stats about condo rentals in Dennis

Total rentals
90 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore