Pet-friendly holiday rentals in Chatham

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Steps to Beach + Game Room + Porch | Coastal Haven

Welcome to Coastal Haven! — a spacious seaside escape perfect for families or groups. Steps from the beach, Main St & Chatham Bars Inn, this elegant 10-bed retreat blends comfort, fun, and Cape Cod charm. 📍 0.4 mi to beach, 0.5 mi to charming Main St & Chatham Bars Inn 🌅 Tranquil front porch & lawn with kids’ playset 🎱 Game room: pool table, Apple TV, games ✨ Open-concept living with stunning 2-story glass walls 🧺 Full kitchen, laundry, fast WiFi 🛏️ 10 beds + soundproof divider setup

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.

Gorgeous Modern Ocean-Front Cottage With Hot Tub

*OCEANFRONT PRIVATE COTTAGE* "Cape Escape" is a luxurious beachfront escape offering unparalleled ocean views and the soothing sounds of crashing waves. Imagine waking to the breathtaking sunrise over the Atlantic, then spending your days basking in the sun with direct semi-private beach access. This exceptional property boasts a rejuvenating hot tub, perfect for unwinding. As the evening descends, gather around the crackling fire pit, sharing stories and creating lasting memories.

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Open concept living room with a large kitchen island. Great space for families ! Bank street Beach and Wychmere Beach Club wedding venue are 4 min drive from us ! We’re very close to Harwich Port downtown with great restaurants. We’re centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy the bike trail nearby with rental location if needed.

Spacious studio on lovely pond in Chatham

Enjoy this spacious studio apartment on a gorgeous, clean private pond. Separate entrance and lots of privacy; direct access to private freshwater beach, with a lovely float. Kayaks are available so you can enjoy the twin ponds. Note: no actual kitchen, but there is a wet bar with a Keurig and fridge to help start each day nicely. The studio has a King-size bed. In addition to the freshwater pond on the property, numerous bay and ocean beaches are just a 5 minute drive away

Cape Cod Classic Cottage Near Forest Beach

See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.

Delightful Chatham Cottage, Cheerful and Clean

AirBnB Superhost, local owner has 25 years of online vacation rental experience with this property. Refreshed and updated , our 1 bedroom cottage is an ideal getaway spot for a couple or young family. The cottage is located on a 1/2 acre lot in the geographical center of Chatham, on a private road in a quiet, tree-filled neighborhood. Guests all agree that we have a fantastic location at an affordable price. Enjoy a relaxing stay while being close to everything in town.

Spacious Pet Friendly Cape, Large Yard

Our home is located in a quiet neighborhood close to beaches, golf courses and bike trails. It is a short drive to Chatham town center and is the perfect location to be close to all attractions but secluded enough to unwind. Take advantage of the outdoors on a new deck and large backyard. Large, mature plants and trees surround the property on three sides. Blackberry, raspberry and blueberry bushes in the backyard provide ripe fruit in the summer months.

The Chatham Bars White Foam House Steps From Beach

Settle back in one of the rocking chairs on the front patio and take in the views of the harbor. Charm and warmth abound in this Cape Cod cottage with Chatham Seaside Links located across the street. Leave the car and walk to local restaurants and shops. Watch band concerts at the park and bask in the views from the Chatham Lighthouse. Go for a long stroll along Claflin Landing Beach all the way to the Fish Pier and buy the day's fresh catch.

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.

Pebbles-romantic cottage for two!

Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.