Resort holiday rentals in Massachusetts

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

This is a 3 bedroom business listing for Jiminy Peak located in Country Village 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. The floor plan of each condo is the same, it will just be different décor and furnishings. If you want something specific you will need to call the property directly.

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.

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 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!

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 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.

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.