Holiday rentals with breakfast in Orleans

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 !

“Rising Sun Cottage” 2 bdrms, Center of Town!

The Rising Sun", "Cottage #1 at the John Randall House" is a spacious, fully furnished two-bedroom condo. Located in the center of town, yet quiet and secluded. The Cottage comes with on-site parking for 2 vehicles, split system heating and air, washer/dryer, a front deck with gas grill on site, a recently updated full kitchen, Master Bedroom with King bed, and much more. Recently renovated, this beautifully decorated home is part art gallery with a sophisticated boutique feel.

Wellfleet Cottage By The Sea

Small, rustic cottage on the beach for one or two couples. Back door opens onto a long driveway to a sand road, front door opens onto a stairs to the beach. It's like a movie or book come to life. If you love The Notebook or The Outermost House you'll likely fall in love with the place. Renters return season after season, so usually we don't have to advertise it, but COVID upset this rhythm along with everything else.

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

Escape to the serene beauty of the Cape and indulge in a tranquil retreat at our charming 3-bedroom, 2-bath Wellfleet home. Nestled amidst the picturesque backdrop of Loagy Bay's salt marshes near Lt Island, our dog-friendly haven offers an idyllic getaway for families and your furry friend alike. Hop on the Rail Trail for a bike ride, jump the bridge at high tide, or catch amazing sunsets with friends each night.

The Corner Place

Take it easy at this unique and tranquil getaway. It is a short walk to main st. which has a variety of great shops, restaurants and attractions. It is approx. 1 mile to the Hyannis Harbor beaches. Some of which are Kalmus, Keyes Memorial and Veteren’s. This spacious home is located on a quiet st. and is renovated with new windows and appliances.

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.

Entire Luxury Condo on Plymouth Harbor

This Luxury One Bedroom Condo at Harbourtown in Plymouth is known for it's proximity to the Waterfront including restaurants, bars and Plymouth Harbor. The design incorporates a large footprint to accommodate longer stays. The building allows for contactless checkin with frontage along Water Street.