Holiday rentals with a patio in Chatham

Beautifully renovated home, outdoor space, pets ok

Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking distance providing the perfect summer Chatham day. Minutes away from restaurants, shopping and Cape Cod Baseball, there is something for everyone in the family. This modern home with plenty of space will ensure a wonderful stay. The backyard has plenty of room for games in addition to a new Outdoor kitchen and natural gas fire pit to relax comfortably on those cooler nights.

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

Charming 3b/2ba House close to Downtown/Pier/Beach

Relax in this charming 3 bedroom, 2 full bath house located at the end of a quiet cul de sac, close to downtown, Chatham Bars Inn, Lighthouse beach! Beautiful home that features coastal classic interior with all of the modern amenities to make your vacation that much more enjoyable. Enjoy abundant outdoor space for lawn games, fenced in back patio with dining table, sun loungers and a fire pit. Enjoy an appointed chef's kitchen, full linens, towels, beach chairs and more. Permit - STR 626

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!

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.

"Wharf Cottage" Idyllic Cape in Yarmouth Port

Immerse yourself in this idyllic cottage and amazing gardens - Quintessential Cape Cod at its best. Located north of 6A and across from the water in one of the nicest neighborhoods on Cape Cod you are a stones throw from everything. Walk to the beach up the road. Coffee Shop and three fabulous restaurants just a walk. Or never leave the private back garden featured on the Annual Hydrangea Festival garden tours. This two bedroom cutie awaits. (PS - Not your average vacation rental!!)

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.

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

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!

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!

The Hideaway - Harwich Port Getaway

Your family will be close to everything Harwich Port has to offer when you stay at this centrally-locally oasis! Central Air! TV in everyroom! Large fully fenced in backyard for summer cookouts & fires! 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. *more outdoor photos to come soon!

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.