Holiday rentals with breakfast in Orleans

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.

Family · Location · Comfort

Cape Diem| 1.5M to Craigville Beach| 4 Beds,2 Bath

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!

Family · Location · Biking

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.

Location · Long stay · Accuracy

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 !

Value · Family · Backyard

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Value · Family · Quiet

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!

Family · Value · Access

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!

Location · Family · Barbecue

Cottage at the Escape Inn

Guests will have a special experience as this cottage provides a fireplace. Featuring a private entrance, this air-conditioned cottage is consisted of 1 living room, 2 separate bedrooms and 1 bathroom with a bath and a shower. The well-equipped kitchen features a stovetop, a refrigerator, a dishwasher and kitchenware. The spacious chalet offers a tea and coffee maker, a seating area, a wardrobe, a sofa, as well as a flat-screen TV with cable channels. The unit offers 3 beds.

Location · Family · Outdoor spaces

Beautiful private spacious apartment

800+ square feet of light and bright apartment. My low priced cleaning fee keeps your total cost down. Enjoy the patio surrounded by trees. You may see our wild turkey visitor or local bunny. Our 2 dogs are friendly and will visit if allowed. That’s up to you! There’s a neighborhood behind the house with basketball courts and walkable residential area. The apartment is newly painted. Queen bed and couch that converts to a full bed. Smart tv and fast wifi. LGBTQ friendly.

Value · Location · Accuracy

Cape EsCape:2 Rm Private Suite, EZ walk to beaches

Magical ALL year ‘round. location, Location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches, hiking trails, live theater, everywhere. 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.

Location · Family · Nearby

Ebb Tide~Dog Frndly/3bd 2bth/Walk to Water

Brought to you by the Heart of Cape Cod, Ebb Tide is a peaceful, year-round Wellfleet retreat overlooking Loagy Bay’s tranquil salt marshes. With cozy interiors, expansive outdoor space, and nature at your doorstep, it’s perfect for every season—from crisp autumn hikes to summer sunsets and winter evenings by the fire. Comfort, charm, and Cape Cod beauty come together in this centrally located coastal haven.

Family · Location · Decor

The Beach House - WALK to BEACH with total privacy

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.

Location · Family · Walkability