Holiday rentals with a patio in Chatham

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

Outdoor spaces · Biking · Barbecue

Luxury Home- Chatham Center- Walk to Town + Beach

Enjoy easy access to everything from this centrally located condo in the heart of downtown Chatham. This luxury condo is perfect for families, couples, or a group of friends looking to be walking distance to restaurants, boutiques, the beach & so much more! Enjoy an extremely spacious home with almost 2,700 sq ft of living space, 3 ensuites, & a large roof deck. In Downtown Chatham .3 Miles to Oyster Pond .5 Miles to Seaside Links Golf Course Experience Chatham with us & learn more below!

View · Condition · Comfort

New! Chatham Cozy Cottage on White Pond

Petite & sweet 2 room 1920s cottage in convenient location. Shared waterfront access steps away. Updated to include all essential modern comforts while maintaining its historic charm. Every detail is considered to maximize the space’s function within a small footprint. Quiet ductless A/C and heat will keep you cozy. New bathroom with shower. Queen bed. Front deck with grill and seating. Includes 1 parking spot. Linens and Bath Towels included, please bring your own beach towels and chairs.

Outdoor spaces · Indoor spaces · Decor

No Pet Fee, Waterfront, Fenced Yard, Close to Town

Soak up the ☀️ while enjoying the lush outdoor space at our waterfront home, Queen’s Quarters. Bring or rent a kayak or paddleboard as you have direct water access or unwind on the deck looking out for swans or our friend, the Great Blue Heron. From your morning coffee to evening cocktails, the alfresco dining space is suited for anyone at any time of day. Queen’s Quarters is multi-level with a finished basement providing ample space. Since dogs are part of the family, we consider pets.

View · Outdoor spaces · TV

Meadow + Main

🍃🌊 Welcome to Meadow + Main, nestled between the serene 7-acre Twine Field Meadows and the charm of South Chatham's Main Street. A short walk to: • The Cape Cod Rail Trail • Chatham Farmers Market • Public Transportation • Local Dining A short drive to: • Forest Beach • Harwich Port • Ridgevale Beach • Wychmere Beach Club • Chatham Village • Wequassett Resort & Golf Club • Chatham Bars Inn Ideal for groups, the home comfortably sleeps up to 8, with table seating for up to 18.

Value · Quiet · Accuracy

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

Outdoor spaces · Value · Walkability

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Outdoor spaces · Value · Nearby

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

Value · Amenities · Cleanliness

Renovated Chatham Windmill! Walk to Beach/Town!

Newly renovated Chatham Windmill! Beautiful Water View, Steps to Oyster Pond Beach & Main Street! Complete renovation of Windmill in 2022. This unique rental has one bedroom with king bed on second floor, with small full kitchen/dining area, two sitting/TV areas and full bathroom on first floor. Private patio with BBQ grill, dining table and chairs. Enjoy the beautiful water view from Adirondack chairs, just outside your door! Perfect spot for your vacation!

Value · Outdoor spaces · Barbecue

The Hideaway - Harwich Port Getaway

Your family will be close to everything Harwich Port & Cape Cod has to offer when you stay at this centrally-locally oasis! - Central Air! - Roku TV in everyroom! - Fully fenced in backyard for summer cookouts & fires! - Large outdoor shower with Hot & Cold water Come stay in our newly renovated home that has everything you will need. Only minutes from major beaches, shopping, restaurants and all of the beautiful things Cape Cod has to offer.

Value · Outdoor spaces · Family

Chatham Cottage | Pond Views & Fire Pit

Amazing getaway with a delightful blend of comfort and convenience. Imagine the tranquil beauty of a nearby pond unfolding right before your eyes. The land in front of the house offers not only a captivating view but also a constant connection to the natural wonders that make Cape Cod so special. This property is a bird watcher's dream come true. You're also just a short distance from the inviting sands of the beach and downtown Chatham.

Outdoor spaces · View · Pets

Walk to beach/Main Street/bike path/dog friendly

Welcome to your North Chatham escape — a comfortable, coastal 2-bedroom home with central A/C, a fully fenced yard, and an outdoor shower for easy beach days, with beach chairs and umbrella. Take a 15-minute walk to the beach, then enjoy quiet evenings at home grilling on the patio, or a quick trip into Main Street Chatham, just 1.2 miles away. Perfect for couples, small families, and guests traveling with dogs.

Outdoor spaces · Family · Indoor spaces