Resort holiday rentals in Massachusetts

Sold Out Edgewater Beach Resort on Cape Cod

Enjoy easy access to a beautiful Cape Cod beach with easy access to the Cape's best offerings (beaches, shopping, kayaking, sailing, biking, mini-golf, and more). Tucked away on a private beach but 5 minute beach walk to a Cape Cod Favorite restaurant, Ocean House. Studio has everything you need for 2 adults and 1-2 children. Fridge, stove top, coffee maker, small deck with table for outdoor dining with access to the resort filled with amenities- gym, pool, jacuzzi, bbq, beach access & parking

Club Wyndham Bentley Brook - Two Bedroom Suite

Club Wyndham Bentley Brook is situated right at the base of Jiminy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. Ski or snowboard down the well-groomed trails of Jiminy Peak, enjoy hiking, tennis and mountain biking, or swimming at the on-site pools. This suite offers a king bed in the master bedroom, two full beds in the guest bedroom and a sleeper sofa in the living room. Additional amenities include a kitchen and dining area, washer/dryer and a balcony.

Riverview Resort! Two baths. 6 people

August 14-21, 2026. Ground floor unit. Sleeps six. Master bedroom: King-size bedroom ensuite with sofa bed; THEN, in living room, another sleeper sofa and half bath. Large refrigerator/freezer. Free parking, 2TVs, cable, wifi, AC. First level with sliding doors to beautiful courtyard on Parker River with BBQ grills. Upstairs is washer/dryer, Full kitchen,exercise,game room. Near beaches. Across from Captain Parker’s Restaurant and Pirates Cove putt-putt. Indoor pool; hot tub;gym!

Pleasant Bay Village Resort - Standard Room

The Standard Rooms at Pleasant Bay Village Resort in Chatham, Cape Cod can be booked directly with the property or here on Airbnb and feature two double (full size) beds, updated bathrooms and a glass door leading to a tranquil bluestone patio with a small table and two chairs, overlooking beautiful gardens. We are a family friendly Hotel, NO PARTIES, only peaceful enjoyment respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Luxury 3 Bed Apartment in Hyannis with Waterpark

We are renting out some of our weeks for our 3 Bedroom apartment in Hyannis, MA. It is located at the Margaritaville Resort. You will have your own private space where you can be comfortable in your apartment while having access to the amenities at the resort. The entire property has just undergone a renovation. You will be minutes away from the beaches and center of Hyannis. You can find out more about the property at by searching for "Margaritaville Hyannis".

Captain's Quarters, Cape Cod

AVAILABLE JULY 11-18, 2025 Captain's Quarters in Falmouth Heights, is one of the few resorts to have the Ocean across the street. From the balcony you can enjoy the sunset, relax in the Jacuzzi, or enjoy the night life that is within walking distance. The Martha's Vineyard ferry is about 1/2 mile from the resort. Shopping, restaurants, and movie theater are close by. This unit is on the second floor and has two bedrooms, 2 baths. Kitchenette and living room.

Surfside Studio March 20 - 27, 2026 2-7 days

March 20 - 27, 2026 Enjoy a fabulous Cape Cod experience when you stay at this special place. A full kitchenette, TV, full bathroom , queen bed and a pull out sofa for extra guests. It's right across from the private beach to enjoy the shore. If it's raining outside , enjoy the pool inside! When you return to your studio, grab some pool towels and take a jump in the indoor pool and hot tub. Walk to restaurants and scenic shoreline.

Standard Studio - main building

This oceanfront hotel is located on a private beach in scenic Provincetown and offers views of Cape Cod Bay and Provincetown Harbor. It features a heated indoor pool, seasonal outdoor pool, tennis court and fitness center. Provincetown whale watching fleets are 2 miles from the resort. Guest rooms are decorated in beach themed décor and have fully equipped kitchens, flat-screen cable TV and sitting areas with sofa bed.

The Cove 1 week 6/5/26-6/12/26

The Cove at Yarmouth in West Yarmouth, Massachusetts (Cape Cod). This is a timeshare resort and is full of amenities. Conveniently located in the heart of Cape Cod. One week only for 2026, Check in 6/5/26 check out 6/12/26 (Friday to Friday). For 2026 and 2027 dates will be in June (6/5/26-6/12/26, 6/4/27-6/11/27)

The Even'tide - One King Bed

Contemporary rooms with one king size bed, refrigerator, coffee maker, flat screen TV with cable and HBO. Our most popular rooms for two. Sorry, children and babies are not permitted in these rooms. They are welcome in our family suites, cottages, and rooms with two double beds.

King Room with Harborview

Newly renovated comfortable standard room features a king size bed, and a 50 inch flat screen television. You can enjoy in room amenities like fridge, microwave, alarm clock with radio, large desk area, and controlled air temperature for your ultimate relaxation.

Ocean Edge Resort One Bedroom Villa

Stay directly with Ocean Edge Resort for full access to resort amenities! One Bedroom Villa includes daily housekeeping, all linens, private bedroom with queen bed, sleep sofa in living room, full kitchen, one bathroom, washer/dryer private balcony or patio.