The Best Vacation Rentals to Book on Cape Cod, Massachusetts

The Club at New Seabury has two championship golf courses
The Club at New Seabury has two championship golf courses | Courtesy of The Club at New Seabury / Expedia
Photo of Imani Bashir
6 December 2021
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Exploring one of the most historically captivating regions in the United States occupies many a bucket list. Cape Cod offers incredible views of the shoreline while also hosting the oldest and most picturesque lighthouses in the country. While taking in some of the sights and amazing local potato chips, stay in one of these fantastic vacation rentals on Cape Cod – bookable on Culture Trip.

30 Bay Pine, Harwich, for summer vibes

This Cape Cod vacation rental sits in a quiet and calm location in Harwich and has all the right amenities to make yourself right at home. Its modest aesthetic offers a soothing environment, and it’s made for summer, with an outdoor shower and a big garden table to spread out the barbecue feast. The ping-pong table will keep the family entertained on even the rainiest Massachusetts day.

Brass Key Guesthouse, Provincetown, for the grown-ups

Accommodation at the Brass Key Guesthouse overlooking the elegant pool area
Courtesy of Brass Key Guesthouse / Expedia
If you have children, leave them at home and don’t feel an ounce of guilt. One of the shining perks of staying at Brass Key is the full-service spa, which includes massages, a sauna, a steam room and more. In addition to the spa, you can enjoy the wine-and-cheese reception and hopping Shipwreck Lounge on the grounds. One of the favorite components of these Cape Cod vacation rentals is that all rooms are soundproof, allotting you extra privacy.

Brewster Green Resort, for getting outside

A cozy living room with a fireplace at the Brewster Green Resort
Courtesy of Brewster Green Resort / Expedia

With rows upon rows of beautiful trees, staying at Brewster Green Resort will make you want to take in the fresh air. This vacation rental complex in Brewster is ideal for those who love outdoor activities. Make yourself at home on the on-site tennis and basketball courts, and engage in some of the many amazing things to do on Cape Cod, including whale watching, trail biking, golf and much more.

The Club at New Seabury, Mashpee, for a cape escape

The sprawling, oceanfront pool deck at the Club at New Seabury
Courtesy of The Club at New Seabury / Expedia

Staying at the Club at New Seabury affords all the plush comforts of a great vacation for the whole family. As a premier country club, you can expect high-end amenities here, from two championship golf courses and the largest pool in the area to trivia game nights and five on-site restaurants. The waterfront also offers shaded sun chairs next to the shore, and free lockers are available to members.

InnSeason Resorts Captain’s Quarters, Falmouth, for chilling out

The InnSeason Resorts Captain’s Quarters and ocean from above
Courtesy of InnSeason Resorts Captain’s Quarters / Expedia

Take time to soak in the elements. Get cozy in front of your fireplace, take a swim in the outdoor heated pool or spend some relaxation time in the nice jacuzzi-style bath in your room. InnSeason Resorts puts you in the lap of luxurious ease. Its neutrally chic decor provides instantly relaxing vibes while also fitting into a soundtrack of beach waves and the song of gulls flying overhead.

26 Clements, Brewster, for sunning yourself

Enjoy the quaint and homey environment at this three-bedroom home. This Cape Cod vacation rental captures natural sunlight just right and even has a glass sunroom where you can enjoy it. When the sun goes down, snuggle under the warm seaside-themed bed covers to remind you where you are. Want to take in the sea air? This house has porch seating areas to enjoy the outdoors.

The Cove at Yarmouth, for relaxing recreation

A sandy outdoor sitting area with a firepit and water views at the Cove at Yarmouth
Courtesy of The Cove at Yarmouth / Expedia

Stepping into one of these spacious suites or townhomes will make you feel like you’re the captain of a ship. For kids, there’s an indoor playroom full of books and toys. During your stay, take a dip in the indoor and outdoor pools, play a game of tennis or air hockey and round out the day by enjoying a lovely dinner at the Loft Restaurant and Bar.

Beaconlight Guest House, Provincetown, for a friendly vacation

The king suite with floral textiles at the Beaconlight Guest House
Courtesy of Beaconlight Guest House / Expedia

Sometimes less is more. If you’re looking for more modest accommodation centered near some of the fantastic sights on Cape Cod, the Beaconlight Guest House has the charm, with six thoughtfully decorated rooms. You’ll enjoy relaxing mornings lazing in before starting your day with coffee on the patio or second-floor sundeck. Did we mention there’s a heated hot tub available for use all year round?

Beachside Village Resort, Falmouth, for a glamorous retreat

An ocean-inspired living space at the Beachside Village Resort
Courtesy of Beachside Village Resort / Expedia

A mansion once belonging to a well-off boat captain, the Beachside Village Resort is beautifully positioned on the seaside. The accommodation features hardwood flooring and ocean-blue duvet covers with matching walls. While you enjoy the beach, you can also take in the magnificent views of Martha’s Vineyard. Get your bike out, as it’s just a short distance to cycling trails.

69 Middlecott, Brewster, for a laid-back stay

Cape Cod shines in providing visitors with accommodation options that truly embody the calming and cool environment that makes the area great. This cute cottage-style property is ideal for small groups, families or couples looking to get away for a relaxing stay free of rigorous activities. A five-minute drive will take you to the Cobb House Museum and the Cape Rep Theatre, where you can catch a show within Nickerson State Park.

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