NEW Luxury Waterfront – Firepit, Dock & Bay Views

Our Property

Welcome to Tito’s and Water — a luxurious waterfront retreat on Pleasant Bay. This stunning home features a main house with an attached carriage house/in-law suite offering extra privacy. With elegant interiors, multiple gathering spaces and a private dock, this home perfectly blends comfort, style, and coastal charm. - 2 min drive to South Orleans Beach - 3 min drive to Wequassett Resort & Golf Club - 10 min drive to The Captains Golf Course

Orleans, MA, United States
10 guests
7 bedrooms
5 bathrooms

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Garden or backyard
  • Outdoor kitchen
  • Outdoor seating
  • Patio
  • Sun loungers

Bathroom

  • Outdoor shower
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

What this place offers

Common

  • Air conditioning
  • Cleaning products
  • Cooking basics Pots and pans, oil, salt and pepper
  • Dishes and silverware
  • Dryer In the building, free or for a fee
  • Essentials Towels, bed sheets, soap, toilet paper, and pillows
  • Hair dryer
  • Heating Central heating or a heater in the listing
  • Kitchen Space where guests can cook their own meals
  • Dedicated workspace
  • TV
  • Washing Machine In the building, free or for a fee
  • Wifi

Outdoors

  • Alfresco dining
  • BBQ
  • Fire pit
  • Garden or backyard
  • Outdoor kitchen
  • Outdoor seating
  • Patio
  • Sun loungers

Bathroom

  • Outdoor shower
  • Body soap
  • Conditioner
  • Hot Water
  • Shampoo
  • Shower gel

Family

  • Babysitter recommendations

Kitchen and dining

  • Baking sheet
  • Barbecue utensils
  • Blender
  • Coffee
  • Coffee maker
  • Dining table
  • Dishwasher
  • Freezer
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Trash Compactor
  • Wine glasses

Location features

  • Beach access
  • Laundromat nearby
  • Private entrance Separate street or building entrance
  • Waterfront

Bedroom and laundry

  • Bed linens
  • Extra pillows and blankets
  • Hangers
  • Iron
  • Room-darkening shades
  • Clothing storage

Home safety

  • Carbon monoxide detector
  • Fire extinguisher
  • First aid kit
  • Smoke detector

Heating and cooling

  • Ceiling fan
  • Indoor fireplace

Services

  • Cleaning before checkout

Parking and facilities

  • Free parking on premises

Entertainment

  • Piano

Accessibility

Neighborhood

Guest Access

You have the entire home to yourself.

Good to know

KEY FEATURES ☀ Stunning water views of Pleasant Bay ☀ <1 mile to Wequassett Resort ☀ Sleeps 10 | 7 bedrooms | 10 beds ☀ 4 full + 2 half bathrooms ☀ Private dock ☀ Attached carriage house w/ 2 bedrooms, living room, kitchenette & deck ☀ Fully equipped chef’s kitchen ☀ Indoor & outdoor dining for 10 ☀ Outdoor kitchen w/ grill & pizza oven ☀ Patio w/ firepit, large TV & lounge ☀ Modern living room w/ natural light & fireplace ☀ Office w/ desk, monitor & sea views ☀ 2 washer/dryers | AC | Coffee bar ☀ Large yard w/ corn hole + outdoor shower ☆☆ BEDROOMS ☆☆ Sleeps 10 guests across 7 beautiful rooms: Main House 1st Floor: -Primary: King bed, TV, dresser, ensuite bath, walk-in closet, water views - Bedroom 2: King bed, fireplace, dresser, full mirror, access to full bath 2nd Floor: -Bedroom 3: King bed, closet, water views -Bedroom 4: Twin bed, seating, small closet -Bedroom 5: Four twins (great for kids/group), seating area Carriage House (attached): -Bedroom 6: King bed, dresser, closet -Bedroom 7: Queen bed, closet ☆☆ BATHROOMS ☆☆ 4 full + 2 half baths stocked w/ shampoo, conditioner, body wash, hand soap, blow dryers & towels. Main Floor: -Ensuite full bath (primary) – shower -Full bath – walk-in shower (via hall + bedroom) -Half bath 2nd Floor: -Full bath – shower/tub combo -Half bath Carriage House: -Full bath – walk-in shower ☆☆ KITCHEN & LOUNGE ☆☆ Chef’s kitchen w/ modern appliances, cookware, utensils & Keurig coffee bar. Flows to dining area for 10. Carriage house has kitchenette w/ essentials. Dining: Indoor table seats 10 + carriage house dining table w/ deck & water views. Living Room: Spacious main-level lounge w/ smart TV, piano, fireplace & large windows overlooking Pleasant Bay. Office: 2nd floor w/ desk, monitor & panoramic sea views. Upstairs Lounge: Adjoining the 4-twin room, features seating & natural light – perfect for reading or relaxing. Laundry: Washer/dryer on both floors. ☆☆ OUTSIDE SPACE ☆☆ Private retreat w/ breathtaking water views. Main Patio: Firepit lounge, large outdoor TV, comfy seating, corn hole. Side Terrace: Dining for 10 + outdoor kitchen w/ grill, pizza oven & prep space. Private Dock: Direct Pleasant Bay access. Carriage House Deck: Cozy seating for 2. ☆☆ THINGS TO NOTE ☆☆ Garage is locked/off limits. Family home w/ personal photo wall upstairs – please enjoy this personal touch. ☆☆ NEARBY PLACES IN ORLEANS & CHATHAM ☆☆ -Pleasant Bay – steps away -South Orleans Beach – 2 min -Jackknife Beach – 4 min -Nauset Beach – 10 min -Hardings Beach – 12 min -Lighthouse Beach – 15 min -Skaket Beach – 10 min ☆☆ HOUSE RULES ☆☆ Downtown Orleans shops & cafés | Cape Cod Rail Trail | Rock Harbor Marina | Hot Chocolate Sparrow | The Knack | Mahoney’s | The Beacon Room | Lobster Claw | Chatham Bars Inn | Wequassett Resort | Chatham Village Market | Del Mar | Viera on Main | Impudent Oyster | Sweet Tomatoes Pizza | Bluefins Sushi ☆☆ HOUSE RULES ☆☆ -No events/parties -Max 10 guests -No pets/smoking -Quiet hours: 10pm–8am -Water only in bedrooms/living areas -Private family home – please be respectful ★★★ Book Today & Let Us Take Care Of You In Orleans! ★★★

Availability

Reviews

Snigdha
January 2026 · Airbnb
I cannot describe enough how beautiful this home is. It's beyond gorgeous, and each and every design element, fitting/fixture, furniture detail is top quality, thoughtful and detailed. We were a group of 8 adults and loved our time here. Given it was in the middle of a winter storm, we stayed indoors quite a bit and enjoyed the many rooms in the home and the amenities within the home. I'm sure the place would be a different extreme of gorgeous during the summer season, with the water body across the road. Lucia and her team were extremely responsive, offering local suggestions, helping out when we needed additional home supplies (despite it being Christmas day), and so pleasant to interact with. This home is perfect for a big group - there's plenty of space for the group to spend time together as well as not being in each other's way. We'd love to come back in another season to enjoy Cape Cod and the home again.
Pamela
January 2026 · Airbnb
We had the most wonderful stay at Tito’s and Water! This home is beautiful and spacious. It was spotless and well taken care of. The location was perfect for our families, which included four children. The water view was amazing and extra stunning with the morning sunrises. Lucia, our host, was incredibly quick to respond to any of our questions and concerns. We wouldn’t hesitate to book again.

Location

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