16 Charming Cape Cod Vacation Rentals From Provincetown To

This spacious Nantucket vacation rental is great for groups. Between the gorgeous four-bedroom main house and two-bedroom cottage, this 5,000-square-foot space can sleep nine quite comfortably. It is pretty pricey, but you get what you pay for, including a private pool, lovely deck, and four bikes. Polpis bike path is steps away. Ride to beaches, tennis, and town, all within a few miles.

Located in East Chop on the north end of Martha’s Vineyard on a quiet street overlooking Crystal Lake and the Vineyard Sound, this five-bedroom vacation rental offers easy access to Oak Bluffs or Vineyard Haven. Features include a grill, a wrap-around porch, and a large yard where you can play croquet. The beach is just a mile away. Be sure you can book ferry reservations to make it out to the island before you reserve.

Situated on Little Pond, this vacation home boasts beautiful water views that stretch all the way to Martha’s Vineyard. Inside, play a game of pool. Outdoors, watch the sun go down over the water from the back deck. Bristol, Falmouth Heights Beaches, and restaurants are all within walking distance. The street dead-ends at the water, so it is quite quiet and peaceful.

Located on the south shore of Cape Cod, Hyannis Harbor is just north of Nantucket. That’s where you can find this four-bedroom vacation rental that comes with three parking spaces. Walk to the ferry terminals to take a day trip to Martha’s Vineyard or Nantucket, or charter a fishing or whale watching boat.

Several restaurants, shops, beaches, and parks are within walking distance as well, as are the town landing and yacht club. The nearest beach is half a mile away, but there are plenty more within a couple of miles. Week-plus rentals come with a Barnstable Beach Pass for use at area beaches including Dowses, Craigville, and Kalmus.

One look at the widow’s walk, and you can tell this is the quintessential Cape Cod house. It’s also perfectly located. Keyes Beach is just a five-minute walk away. Hyannis Harbor, with its restaurants, seasonal art galleries, fishing charters, and ferries to Nantucket and Martha’s Vinyard, are just one mile away. Main Street stores, eateries, pubs, and more are also just a mile away.

Just steps from the spectacular Craigville Beach, this waterfront vacation rental is located in Centerville, one of the seven villages in the Town of Barnstable. This bucolic setting is home to osprey, herons, and swans. Take it all in on the spacious deck. When it’s chilly enough, build a fire in the firepit.

The heated pool is the star of this vacation home in Osterville, another village in Barnstable, Massachusetts. With 3,000 square feet, this four-bedroom home can accommodate up to 13 guests. Chill out on the back deck overlooking the lawn, pool, and woods or on the screened-in sun porch. Roast marshmallows over the fire pit by the pool.

Bikes, badminton, a paddleboard, and kayaks are provided. There’s water access for paddling right across the street. Bike to Dowses Beach (beach pass included) and quaint Osterville village.

Close to the Nauset Lighthouse, Coast Guard Beach, and the local bike trail, this four-bedroom vacation rental is in Eastham. Get some fresh air on the deck and large screened-in porch. Plenty of parking is provided, and there’s also a grill and outdoor shower for your convenience.

Originally barged over from Nantucket in the early 1900s, this Cape house features a pool, deck, outdoor shower, and hot tub.

Located near the Cape Cod National Seashore in Harwich, this four-bedroom vacation home sleeps eight. Explore the adjacent cranberry bogs on foot. Saquatucket Harbor, where you can catch the Nantucket ferry or book a fishing boat adventure, is less than half a mile away. Neel Road Beach is less than a mile away, and several other beaches are nearby. Golf courses and restaurants are just a short drive away, too.

This cute little cottage is on the water, but at only 250 square feet, it is itty bitty. This peaceful oasis is best for the solo traveler or a romantic getaway for two. It does have all the necessities, including a mini-fridge.

Kayak or paddleboard in the calm bay. Watch the sun go down over Provincetown. Galleries, restaurants, and shops can all be found nearby.

This five-bedroom waterfront property in Dennis is quite the splurge, but it’s also very spacious so you can go in on it with a big group. The private beach is just down the steps, and of course, there are brilliant ocean views from the house.

The village, dining, and shopping are all close by. Saturday to Saturday rentals required.

Nestled in the heart of Old Village, this charming Cape cottage features ocean views on two sides. Take in sensational views of Chatham Harbor from the sunroom. There are also two outdoor dining areas.

Walk down the street to the beach. Chatham Lighthouse is less than half a mile away. A less than 10-minute walk gets you to town for shopping, restaurants, and live music. This rental is potentially pet-friendly — check with the host.

Also located in P-town’s desirable West End neighborhood, this four-bedroom vacation rental boasts breathtaking views of the harbor and ocean as well as spectacular sunsets. Claim the downstairs suite to take advantage of its jacuzzi tub and steam room. Herring Cove Beach and Provincetown’s best restaurants and attractions are just a 5-minute bike ride or a 10-minute walk away!

This 1850s Cape Cod home is on the West End of P-town. The rental is for the first floor only as the second floor is a separate unit. Highlights include a large deck, an outdoor shower, a croquet set, a grill, and onsite parking for one vehicle.

This historic 1890s house sits just off Commercial Street. With four bedrooms, this three-floor house has plenty of room for up to eight guests.