Top Holiday rentals in Massachusetts

Find the Top Holiday rentals in Massachusetts – 10+ Quality Options from Leading Providers

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Rooms & Guests
22 Guests, 1 Room
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1-19 out of 19 holiday rentals
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5 adults
2 bedrooms
3 beds
From   US$ 115 /nightSelect
  • Newly renovated luxury apartments
  • Prime location near major attractions
  • Fully-equipped kitchens in apartments
From   US$ 68 /nightSelect
  • Historic building with unique Victorian architecture
  • Family rooms available for comfortable stays
  • On-site beach and tennis equipment access
  • Garden views
  • Flat-screen TV
  • Golf course
From   US$ 194 /nightSelect
  • Allergy-free units available
  • Garden views from every unit
  • Nearby golf course access
Homestay
  • Air Conditioning
  • Balcony Access
  • Private Bathrooms
From   US$ 500 /nightSelect
  • Close to Oak Bluffs Town Beach
  • Air-conditioned rooms with balconies
  • Private bathrooms with toiletries
Apartment
  • Outdoor Fireplace
  • Private Entrance
  • Dining Area
From   US$ 200 /nightSelect
  • Family-friendly restaurant serving American cuisine
  • Private entrance for convenience and comfort
  • Outdoor dining area with fireplace
  • Golf course
  • Outdoor dining
  • Express check-in
From   US$ 488 /nightSelect
  • On-site golf course for guests
  • Outdoor dining area with scenic views
  • Express check-in/-out available
  • Fully equipped kitchen
  • Private entrance
  • Garden area
From   US$ 135 /nightSelect
  • Private entrance for added privacy
  • Fully equipped kitchen with dishwasher
  • Relaxing garden space available
  • Indoor pool
  • Fitness center
  • Game room
From   US$ 98 /nightSelect
  • One-bedroom condos with full kitchens
  • Indoor swimming pool and hot tub
  • Activity Center for families and kids
Apartment
  • Tennis Courts
  • Outdoor Pool
  • Conference Center
From   US$ 72 /nightSelect
  • Dog-friendly accommodations for pets
  • 51 condominiums with full kitchens
  • Outdoor heated pool and tennis courts
  • Beach access
  • Whirlpool tubs
  • Outdoor pool
From   US$ 210 /nightSelect
  • Beachfront access across from Falmouth Heights
  • Suites with whirlpool baths and fireplaces
  • Large outdoor heated swimming pool
  • City views
  • Air conditioning
  • Kitchenette
From   US$ 509 /nightSelect
  • City views from the apartment
  • Air conditioning for comfort
  • Fully equipped kitchenette
  • Indoor Pool
  • Game Room
  • Tennis Court
From   US$ 159 /nightSelect
  • Indoor swimming pool for year-round enjoyment
  • On-site playground for family fun
  • Game room entertainment for all ages
  • Private Entrance
  • Fully Equipped Kitchen
  • Cable TV
From   US$ 415 /nightSelect
  • Beach access with fishing opportunities
  • Air-conditioned holiday home with patio
  • Private garden for relaxation
  • Children's Playground
  • Tennis Court
  • Outdoor Dining
From   US$ 350 /nightSelect
  • 3-bedroom apartment with full kitchen
  • Outdoor dining area with children's playground
  • Available tennis court for activities
Holiday home
  • Outdoor dining
  • Fully equipped kitchen
  • Garden area
From   US$ 115 /nightSelect
  • Cycling and fishing activities available
  • Outdoor dining area for guests
  • Fully equipped kitchen facilities
  • Outdoor dining
  • Spa centre
  • Beach access
From   US$ 869 /nightSelect
  • Outdoor dining area with sea views
  • On-site spa and wellness centre
  • Beach access with snorkelling options
  • Garden area
  • Air conditioning
  • Cable TV
From   US$ 389 /nightSelect
  • Outdoor dining area with sea views
  • Private entrance for added privacy
  • On-site fishing and bowling activities
  • Kitchenette
  • Satellite TV
  • Air Conditioning
From   US$ 383 /nightSelect
  • City views from studio apartment
  • 1.7 km from Boston Common
  • Flat-screen TV with satellite channels
  • Flat-screen TV
  • Full kitchen
  • Air conditioning
From   US$ 660 /nightSelect
  • 3-bedroom apartment with full amenities
  • Access to cycling and outdoor activities
  • Non-smoking, allergy-friendly space