
Condo vacation rentals in Dennis
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Top-rated condo rentals in Dennis
Guests agree: these condos are highly rated for location, cleanliness, and more.

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
Modern 2nd floor 2 bed/2 full bath Ocean Edge condo located in the heart of Brewster with balcony overlooking the resort golf course. Access to OE resort amenities (additional fees apply). Easy access to Cape Cod Rail Trail. Scenic route 6A offers arts & crafts galleries, coffee places 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. 15 minute walk to Ellis Landing Beach, great sunsets! Central A/C and heat

Clear Pond Pet Friendly Retreat
Welcome to our beautifully renovated pondfront retreat —Private Residence on a Pondfront Estate. The perfect peaceful getaway experience near Plymouth that comfortably sleeps six! This pet-friendly escape offers the best of relaxation and outdoor adventure all in one place. Enjoy kayaking, boating, and fishing right from your private beachfront along the pond. Spend your mornings walking the scenic trails with your dogs, and your evenings gathered around the fire pit under the stars.

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.

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.

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

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. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Your private, in village, Pied-a-Terre.
Great in-town location. Bright, Clean, Safe, Private and Spacious. Hidden away Above the 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. Well equipped 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**

#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.

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

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!
Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

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.

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
Popular amenities for Dennis condo rentals
Weekly condo rentals

Stylish Onset Condo: Beach Downtown Monthly Rates

Two bedroom condo close to beach

Privacy in the Heart of the Harbor

Luxury Ocean View Corner Condo on Plymouth Harbor

Wonderful Year Round Cape Cod Retreat

Bright & Breezy Bayside Condo

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

Sandy Neck Provisions - Full Apartment
Pet-friendly condo rentals

Family Beach Days: Dog-Friendly Cape Cod Condo

Lovely Suite w/ Balcony Overlooking Harbour!

111-5 Glendon Beach Condo

Dolce Vita: Luxury Condo with Rooftop Terrace

“Summer Catch” Lovely Updated Chatham Village Home

2BR dog-friendly 2-story condo with community pool

Dreamy 2BR Oceanfront 3rd-Floor | Balcony

OceanEdge Cape Cod Condo 30% OFF June!
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

1BR 2nd Floor Condo with pool

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

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

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

Stylish & Modern Studio Condo - Steps to the Beach

Hidden Hideaway

Mary's Cape Escape
Quick stats about condo rentals in Dennis

Total vacation rentals
Explore 90 vacation rentals in Dennis

Nightly prices starting at
Dennis vacation rentals start at G$12,548 GYD per night before taxes and fees

Verified guest reviews
Over 3,590 verified reviews to help you choose

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

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
90 of Dennis vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Dennis rentals

4.7 Average rating
Dennis stays receive an average rating of 4.7 out of 5 from guests
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Coast Guard Beach
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Lighthouse Beach
- Nickerson State Park
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Sea Gull Beach
- Skaket Beach
- Race Point Beach
- Saquish Beach
- Scusset Beach State Reservation
- Nauset Beach
- Sandwich Glass Museum
- Falmouth Heights Beach
- Bass River Beach




