Resort holiday rentals in Massachusetts

Slope view ski-in/out 1br condo hotel @Jiminy Peak

Ski-In/Ski-Out Cozy Escape Imagine waking up on the top floor of a slope-view condo-hotel, sipping coffee while gazing out at pristine mountain runs. This spacious 1-bedroom retreat comfortably sleeps 4. Why Guests Love It ski-in/ski-out access: Step outside and you’re on the slopes. Slope Views: Watch skiers carve down the mountain. Night Skiing: Extend the fun after sunset with illuminated trails. Resort Amenities: Swim in the year-round outdoor heated pool or soak in the in/outdoor jacuzzis.

Pleasant Bay Village Resort Rear Deluxe Studio

Pleasant Bay Village Resort’s Rear Deluxe Studios can be booked directly with the property or here on Airbnb and feature two queen beds, a fully equipped kitchen and dining area. The room offers a private deck overlooking the Koi pond. Pets are allowed in the Rear Deluxe Studio only at a rate of $25 per pet per night. We are a family friendly Hotel, NO PARTIES only peaceful enjoyment while respecting all guests and neighbors. Rate is based on 2 people, $20/night for each additional person.

Ocean front 2-bedroom suite on beautiful beach

Two bedrooms, jacuzzi tub, ocean view out the windows, nice sandy beach, grill, kitchen, outdoor pool. You must book for an entire week at a time (Friday to Friday). Please read all descriptions and carefully review the photos with their captions. This is NOT a beach house. It is the closest to the ocean 2-bedroom suite in the resort's oceanfront building with views across the dunes to the ocean. The pool is down the stairs outside the door; the pool itself is directly above the beach.

Riverview Resort! Two baths. 6 people

August 7-14, 2026. Sleeps six. Master bedroom: King-size bedroom ensuite and 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 overlooking Parker River with BBQ grills. On-site washer/dryer, kitchen,exercise,game room. Near beaches. Across from Captain Parker’s Restaurant and Pirates Cove putt-putt. Indoor pool; hot tub;gym!

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.

2 Bedrm 1/2 mile off base at Jiminy Peak- No fees!

These are our 2 bedroom business listings for Jiminy Peak located in our Country Village and Mountainside condo area about a 1/4-1/2 mile off the base of the mountain. All units are all privately owned and we are the management company that rents these units in the owners interest. The pictures you see are a collection of our different units that we rent. If you want something specific you will need to call the property directly.

The Even'tide - One Bedroom Suite

Spacious bedroom with two queen beds, TV, refrigerator, microwave and coffee maker. Cozy front sitting room with table and chairs, sofa bed and second TV. A door separates the two rooms. Both families with children and couples with different sleep schedules or TV viewing habits enjoy the flexibility that two TVs and a separate sitting room provide. Daily maid service provided.

Modern Deluxe Studio with Waterfront Views

In our deluxe studio you will have the ultimate luxurious hotel experience. The deluxe studio features a huge King Size Bedroom with flat screen television as well as an alarm clock radio, plenty of storage, spacious living area with a deluxe sofa, coffee table, and 55″ flat screen television. Each deluxe studio features a newly renovated bathroom.

The Cove 1 week 9/12-9/19/25

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 2025, Check in 9/12/25 check out 9/19/25 (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 Queen Bed

Contemporary rooms with one queen bed, refrigerator, coffee maker, and flat screen TV. Designed and decorated with your comfort in mind. Our most economical room 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.

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.