
Condo vacation rentals in Dennis
Find and book unique condos on Airbnb
Quick stats about condo rentals in Dennis

Total vacation rentals
Explore 100 vacation rentals in Dennis

Nightly prices starting at
Dennis vacation rentals start at $100 per night before taxes and fees

Verified guest reviews
Over 3,550 verified reviews to help you choose

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

Vacation rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
100 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
Top-rated condo rentals in Dennis
Guests agree: these condos are highly rated for location, cleanliness, and more.

Private Beach in Chatham - Sleeps 5
Welcome to 6 Starfish Lane! Rare for Chatham - flexible stays perfect for a long weekend and last minute getaways (2-4 night min, varies). This is a 2 Bedroom condo (King + Full + Twin) with views of the beach, ocean and marina. We have a private beachfront/oceanfront steps away and easy for the whole family! We are also within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous Lighthouse Beach and Monomoy Wildlife refuge. This is a great place to make memories!
ValueFamilyPool

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
FamilyLocationView

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.
FamilyLocationParking

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
LocationFamilyQuiet

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!
ValueLocationView

Private Pied-a-Terre, in-village hidden Oasis.
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**
ValueLocationIndoor spaces

#3 Seashore 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.
ValueFamilyShared spaces

New Seabury Cape Condo | Pool & Beach Escape
Top 5% of Air Bnbs! Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.
ValueFamilyAir conditioning

Captain's Lodge- #1, Plymouth Water Front Condo
1200 square foot condo. 2 bedrooms plus loft. 1 +1/2 baths with shower in each. 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. Off street parking on site.
FamilyLocationSleep quality

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
ValueFamilyWalkability

Charming Condo, Short Walk to Beach
Ocean breezes and beach days await! This charming Cape Cod retreat is perfectly situated just steps from the stunning Inman Road Beach. Well-appointed and comfortable, it's the ideal location for your relaxing vacation. Dennisport is an ideal mid-Cape location, allowing one to explore all Cape Cod has to offer, while providing a quiet, relaxing neighborhood with walkable access to the water.
LocationFamilyKitchen

Seaview Cottage
Our home is located in the middle of shopping stores (groceries, pharmacy stores) beaches, restaurants, Hospital, Inflatable water parks , bike trails, coffee and donuts places, arcades, mini golf, and museum for the whole family to enjoy.
ValueLocationGrill
Popular amenities for Dennis condo rentals
Weekly condo rentals

Oceanfront condo on Brewster Flats
LocationValueKitchen

Waterfront Condo
ValueFamilyHospitality

Oceanside Cottage Apt2 at Craigville Beach
FamilyLocationSleep quality

Old Wharf Rd 405 Unit #B303
AccessWalkabilityBeach

Condo-Studio in Dennis Port
LocationFamilyComfort

Dennisport Beach Condo, Unit 5
LocationFamilyWalkability

Door to shore in a hop, skip, and a jump!
LocationValueLong stay

Cape Cod Brewster Ocean Edge Resort and Beach
ValueLocationBathroom
Pet-friendly condo rentals

Clear Pond Pet Friendly Retreat
FamilyValueGetting around

Coastal 2BR Sleeps 6 & 3 min drive to Downtown
FamilyLocationCheckout

Condo in East Orleans Historic Home- Unit 3
FamilyLocationAmenities

Dreamy Ocean Views: Dog-Friendly Beach Perch
FamilyLocationOutdoor spaces

111-5 Glendon Beach Condo
FamilyValueBeach

Family Beach Days: Dog-Friendly Cape Cod Condo
LocationFamilyAccess

Lovely W Falmouth Home steps to bikeway & more!
ValueFamilyDecor

Ocean Edge resort 2 bedroom and 2 bathroom condo.
FamilyLocationBeach
Condo rentals with a pool

Steps from Bass River Marina · Private Balcony
ValueLocationSleep quality

Mary's Cape Escape
LocationFamilyBackyard

Carolyn's Bass River Condo
LocationAccessLayout

Mid Cape Cod, 3 Season Haven by Bass River
ValueLocationAmenities

Hidden Hideaway
FamilyValueTV

1BR 2nd Floor Condo with pool
ValueLocationWalkability

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

Cozy Studio Just Steps Away From the Beach!
FamilyValueSleep quality
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Portland Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Newport Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- Bar Harbor Vacation rentals
- Salem Vacation rentals
- Pocono Mountains Vacation rentals
- Rentals with a kayak Dennis
- Rentals with a hot tub Dennis
- Apartment rentals Dennis
- Pet-friendly rentals Dennis
- Bed and breakfasts Dennis
- House rentals Dennis
- Luxury rentals Dennis
- Boutique hotels Dennis
- Rentals with breakfast Dennis
- Villa rentals Dennis
- Private suite rentals Dennis
- Rentals with pools Dennis
- Rentals with lake access Dennis
- Cottage rentals Dennis
- Guesthouse rentals Dennis
- Beachfront rentals Dennis
- Hotel rooms Dennis
- Rentals with beach access Dennis
- Family-friendly rentals Dennis
- Waterfront rentals Dennis
- Condo rentals Barnstable County
- Condo rentals Massachusetts
- Condo rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- New Silver Beach
- Nauset Beach
- Skaket Beach
- Pinehills Golf Club
- Falmouth Heights Beach
- Race Point Beach
- Cape Cod Canal
- Coast Guard Beach
- Popponesset Peninsula
- Inkwell Beach
- Cape Cod Inflatable Park
- Horseneck Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Sea Gull Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





