
Holiday rentals with breakfast in Dennis
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Dennis
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Centrally located 3 Bedroom w Large Deck private
This charming Cape-style ranch is perfectly situated close to popular Cape Cod attractions. It features 3 bedrooms—two with queen beds and one with twins. Recently renovated, the home boasts a modern kitchen with granite countertops. Central air conditioning ensures comfort during warm, humid nights. Nestled in a quiet, friendly neighborhood, it offers easy access to all the Cape’s highlights. Enjoy meals outdoors on the spacious deck with a large eating area—ideal for relaxing and entertaining.

Little gem in Falmouth Village.3 bedrooms.
Welcome to my home! I am offering the main floor of my home, which comprises of 3 bedrooms, bathroom, living room and kitchen, surrounded by a pretty garden in downtown Falmouth.Close to fabulous beaches, Main Street with its fabulous shops and fine dining.The shining sea bike path, and of course Woods Hole. Pets negotiable……beach towels included! Please note that I stay in the basement whilst the main floor is being rented. Occasionally I may have another renter who lives in the basement also.

5 Rm 1684 Historic Nathaniel Church House downtown
Go back in time and take it easy at this unique and tranquil getaway in one of the oldest historic homes in the United States. Built in 1684 the landmark Nathaniel Church House is nestled between 3 museums, a short walk to the Mayflower ship in the harbor & all restaurants and sites, this beautifully appointed 3BR suite has, 2 baths, living room, kitchenette, dining area, a tiny sittingroom, garden, patios w/ seating, grill and mill & pond views is without a doubt, a one-of-a-kind place to stay

Cape EsCape:2 Rm Private Suite, EZ walk to beaches
location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches. Separate private entrance. A/C. Queen bed. Outside space with picnic table, chairs, & hammock. Beach chairs provided. W/in 5 min walking distance of bakeries, mini-golf, restaurants, shopping, bike trail, kayaking, & more. Bikes for guests. Child/infant friendly. If you need anything, tell me; please don’t wait & note it in your review.

Cape Diem; All New, 1.5M to Craigville Beach
Coastal Retreat in West Hyannisport– Relax & Unwind! Escape to Cape Diem, a beautifully renovated home just minutes from Craigville & Covell’s Beach! Brand new furniture in all rooms and outside, a full kitchen, and game/media room. Outside, enjoy a spacious fenced-in backyard with pergola, grill, & fire pit—perfect for laid-back evenings. Close to Melody Tent & Hyannis Main Street, you’ll have easy access to charming shops, restaurants, and entertainment. Experience Cape Time at its finest!

Claw Foot Tub & King Bed at Club Tanuki Cottage
Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Sheep Pond Get-Away
The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

A little bit of "heaven" in Dennis
Quiet and relaxing oasis -Enjoy your stay in this bright newly remodeled studio with updated WiFi extender and plenty of natural lighting. This inviting space is centrally located in a lovely neighborhood with free parking. Enjoy the private backyard patio, outdoor shower and nearby walking path, as well as easy access to shopping and restaurants just minutes away. Best of all, relax at some of the most beautiful north side beaches that the Cape has to offer less than 5 miles away!

Ebb Tide~Dog Frndly/3bd 2bth/Walk to Water
Escape to the serene beauty of Cape Cod this fall and immerse yourself in the peaceful charm of our 3-bedroom, 2-bath Wellfleet home. Nestled beside the stunning Loagy Bay salt marshes near Lt. Island, our cozy, pet-friendly retreat is perfect for families and their furry companions. Enjoy crisp autumn bike rides along the scenic Rail Trail, explore nearby nature walks bursting with fall colors, or cozy up and watch breathtaking sunsets. Ebb Tide is your perfect Fall retreat!

New Seabury French Chateau Inspired
You will love this bright, sunny, safe, quiet and fully fenced New Seabury home for home away getaway and relaxation. Split floor plan with master bedroom and bath on one side of the home, while there are two other bedrooms which share a bath on the other side. All bedrooms are large enough to accommodate family of 10! Additional living space in the loft as well as a bedroom and bath in the basement. Less than a mile away from the beach, lots of beautiful trails and more!

Charming 5BR waterfront cottage, WiFi, wash/dryer.
Waterfront ! Charming, affordable 5 BR 2 bath cottage on Pamet River/Cape Cod bay. Castleway cottage is a rustic historic 1100 sq foot three season cottage, steps from the Pamet River which opens up into Cape Cod Bay, 1 mile south of Corn Hill Beach. Built in the 1890's as an artist's colony, Castleway is one of 8 Sladeville cottages built by Mr. Slade, which are steps from private riverfront on the Pamet River. Bring your kayaks, canoes and floats ! Pet friendly.

The Beach House - WALK to BEACH!
This is such a special place! Privacy like this is hard to find anywhere. Come and enjoy the peace and quiet this property offers on a dead-end road. Walk to First Encounter Beach! Voted one of the BEST bayside beaches annually!! Ride your bike to Orleans or Wellfleet on the bike trail. Or, just enjoy the lovely patio and outdoor fireplace.
Popular amenities for rentals with breakfast in Dennis
House rentals with breakfast

Spacious contemporary villa near beach and village

Lake House with Private Beach

Room in private home

Best little house in Chatham!

North Falmouth Suite 'downstairs suite'

Knotical Cottage newly renovated, Dogs welcomed

Recently Renovated w/ AC & Pet Friendly!

Ocean Harbor Estates
Bed and breakfast rentals with breakfast

Harlow Pope Inn, Sagamore Massachusetts

#5 Location location location, pool& private rooms

“AT HYDRANGEA FARM” Bed and Breakfast

Outer Cape Escape 1 BR B&B INCLUDES BREAKFAST

Ocean Front B&B- Sandbar Room Ocean Views

The Seapine Inn Bed and Breakfast

Cape Cod Cottage

Secret Garden Suite with full breakfast
Other holiday rentals with breakfast

THE NELSON HOUSE

The Quivett Room one queen size bed

Peace & Plenty 3 Falmouth: Private Beaches, Tennis

E. Orleans REAL BnB in friendly home near-the-sea!

The Hub of Cape Cod, All to yourself Private Entry

Down The Shore - Long Dell Inn

Privacy & history in downtown Sandwich Village!

Yarmouth Port B&B Suite - Bay Views
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹20,114 | ₹21,080 | ₹21,520 | ₹20,729 | ₹23,101 | ₹24,857 | ₹31,533 | ₹33,026 | ₹22,837 | ₹21,607 | ₹21,256 | ₹21,344 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with breakfast included in Dennis

Total holiday rentals
Explore 80 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at ₹9,662 per night before taxes and fees

Verified guest reviews
Over 1,470 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
80 of Dennis holiday rentals include wifi 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
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Horseneck Beach State Reservation
- White Horse Beach
- Coast Guard Beach
- Mayflower Beach
- Chapin Memorial Beach
- Pinehills Golf Club
- Nauset Beach
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