Vacation 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

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

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!

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

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

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!

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.

Charming Chatham Cottage

Prepare to be charmed by this quintessential Cape Cod beach cottage, tucked into a quiet residential neighborhood equidistant from both Harwich Port and central Chatham, with tons of entertainment, dining, and shopping opportunities. Explore on two wheels via the Old Colony Rail Trail bike path, just up the street, or hop in your car to explore the rest of the Cape’s charms, all an easy drive away.

Walkable to Downtown Chatham Home with Bikes

Escape to The Nook on Nob Hill, a stylish 3BR/1BA Cape Cod getaway in Chatham for 6. Just a 5-min walk to downtown and steps from the Cape Cod Rail Trail. Enjoy modern coastal charm, a fully equipped kitchen, a fire pit, and family-friendly amenities. Perfect for families and outdoor lovers seeking a convenient and comfortable base to explore the Cape. Recently named a top Fall stay by Capeology!