Chilmark, Massachusetts Vacation Rentals

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1 - 20 of about 3,100 from 7 sites
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Location:East Falmouth, Massachusetts
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Lake View, Patio, Playground, Swimming Pool, Wireless Internet Access & more amenities »
Activities:Beach, Boating, Camping, Swimming & more activities »

Description: Cape Cod Campresort is located in the heart of scenic Olde Cape Cod, one of the true vacation hot spots of New England. So many of Cape Cod 's leading attractions (including the Martha 's ... more details »
Location:Falmouth, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Beachfront View, CD Player, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Microwave, Oceanfront, Outdoor Shower, Phone, Refrigerator, Stove, TV, Utensils, VCR & more amenities »
Activities:Beach, Biking, Boating, Fishing, Horseback Riding, Jetskiing & more activities »

Description: Falmouth vacation home new to the market in 2007. Perfect for families. Spacious three bedroom vacation rental designed for relaxing and convenient to Woods Hole, as well as the rest of the Cape 's many ... more details »
Location:South Dennis, Massachusetts
Bedrooms:3
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Amusement Parks, Basketball, Beach, Biking, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Kayaking, Miniature Golf, Parasailing, Racquetball, Restaurants, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Theme Parks, Volleyball, Water Parks, Water Skiing, Whale watching, Windsurfing, Zoo & more activities »

Description: Cozy ranch on a street that ends with a cult-de-sac. We are right next to the Cape Cod Rail Trail for biking and walking. Patriot Plaza including stores/ movies/ restaurants is within walking distance from ... more details »
Location:Dennis Port, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, TV, Toaster, VCR & more amenities »
Activities:Beach, Bowling, Canoeing, Fishing, Golf, Gym, Ice Skating, Kayaking, Miniature Golf, Shopping, Whale watching, Zoo & more activities »

Description: You will love the location of this spacious, sunny, well-maintained house - just a short 5 minute walk to the ocean beach. This 3 bedroom, two full-bath fully appointed house is located on a quite ... more details »
Location:Orleans, Massachusetts
Bedrooms:5
Bathrooms:3
Sleeps:12
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Garage, Hair Dryer, Hot Tub, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR, Woodburning Stove & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Kayaking, Miniature Golf, Ping Pong, Sailing, Shopping, Surfing, Tennis, Whale watching & more activities »

Description: Large, welcoming home for your family reunion or large group. Fully equipped, spacious home near Pleasant Bay beaches and boating. Very private yard recessed from quiet cul de sac street. BBQ/grill on deck with two ... more details »
Location:Brewster, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Playground, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Hiking, Horseback Riding, Jetskiing, Kayaking, Miniature Golf, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Whale watching, Windsurfing & more activities »

Description: Located north of 6A and a short walk to Crosby Landing beach, this 3 bedroom 2 bathroom ranch is located on a quiet road abutting state park land. Nickerson State Park, Cape Cod Rail Trail, ... more details »
Location:Osterville, Massachusetts
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Internet Access, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Fishing, Golf, Restaurants, Sailing, Shopping, Whale watching & more activities »

Description: This 2672 sq. ft. home sits perched 100 ft above sea level in a quiet subdivision with a cul-de-sac. Close to beaches and a minute to local shops (deli, liquor, seafood, produce, pizza, ice ... more details »
Location:Wellfleet, Massachusetts
Bedrooms:3
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Child Friendly, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Kayaking, Miniature Golf, Shopping, Surfing, Tennis, Whale watching, Windsurfing & more activities »

Description: This upscale home is located in a quiet, child-friendly neighborhood that is great for evening strolls to private beaches near Indian Neck and Wellfleet Harbor. End your day watching amazing sunsets or settle in to ... more details »
Location:East Falmouth, Massachusetts
Bedrooms:4
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Beachfront View, Cable/Satellite TV, Coffee Maker, Deck, Dishwasher, Full kitchen, Internet Access, Laundry, Linens, Microwave, Oceanfront, Outdoor Shower, Oven, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Biking, Boating, Fishing, Golf, Kayaking, Ping Pong, Shopping, Volleyball & more activities »

Description: Waterfront beautiful recently renovated 4 bedroom house on a large piece of land is located right on Bournes Pond. Swim, kayak, fish right from the back yard! Beautiful views from living room and master bedroom. ... more details »
Location:South Yarmouth, Massachusetts
Bedrooms:3
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Smoking OK, Stereo, Stove, TV, VCR & more amenities »
Activities:Beach, Fishing, Golf, Jetskiing, Kayaking, Miniature Golf, Shopping, Tennis, Whale watching & more activities »

Description: This property is located on Cape Cod Massachusetts, it is located Mid-Cape area, South Yarmouth. Located 500 steps to the beach. Is the perfect area for vacation. It is located on a 1/2 acre lot. ... more details »
Location:Harwich, Massachusetts
Bedrooms:2
Sleeps:5
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Iron, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Golf, Shopping, Tennis, Whale watching & more activities »

Description: This 2 bedroom, 1.5 bath ranch style home is located on a quiet street near the Harwich/Chatham line and is .6 miles from the bike trail and 1.1 miles from Red River Beach. The house ... more details »
Location:Yarmouth, Massachusetts
Bedrooms:3
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Garage, Hair Dryer, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Horseback Riding, Ice Skating, Kayaking, Miniature Golf, Sailing, Shopping, Snorkeling, Tennis, Water Parks, Whale watching, Windsurfing & more activities »

Description: This is a beautiful newly renovated and furnished home. It features a new kitchen,dining area, living room ,three bedrooms, two full and one half baths.This home is also complimented with a new central air-conditioning. Kitchen ... more details »
Location:Wellfleet, Massachusetts
Bedrooms:3
Bathrooms:1
Sleeps:6
Property Type:Condo

Amenities:Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Microwave, Oven, Pets OK, Phone, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Canoeing, Fishing, Hiking, Kayaking, Miniature Golf, Shopping, Surfing, Tennis, Whale watching & more activities »

Description: Nestled in Tranquility. This three bedroom (2 bedrooms plus loft) rental in South Wellfleet is an oasis! The contemporary condo is adjacent to a lovely pond, has lots of privacy, and a sense of serenity. ... more details »
Location:Chatham, Massachusetts
Bedrooms:2
Bathrooms:2
Sleeps:6
Property Type:Condo

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Beach, Boating, Fishing, Golf, Kayaking, Miniature Golf, Restaurants, Shopping, Snorkeling, Tennis, Whale watching, Windsurfing, Zoo & more activities »

Description: Cozy Condo on the Beach is a bright and airy, immaculately-maintained beach condo with plenty of charm and location, location, location . . . walk/bike just 1 mile to the quaint seaside village of Chatham ... more details »
Location:Nantucket, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:5
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Towels, VCR, Woodburning Stove & more amenities »
Activities:Beach, Fishing, Golf, Shopping, Tennis & more activities »

Description: Charming Nantucket style home at The Stonebarn, walk to town and jetties beach...no need for a car. Large living area with cathedral ceiling, wood stove, french doors to patio. Hardwood floors throughout. The 3 bedrooms ... more details »
Location:Eastham, Massachusetts
Bedrooms:4
Bathrooms:2
Sleeps:9
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Backyard, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Outdoor Shower, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Beach, Biking, Boating, Canoeing, Fishing, Gym, Hiking, Kayaking, Miniature Golf, Sailing, Shopping, Surfing, Tennis, Whale watching & more activities »

Description: This is IT! The Sandy Bottom Retreat. In the heart of the Cape Cod National Seashore this bright and open 4 bedroom Cape will be your home away from home. A spacious well equipped kitchen, ... more details »
Location:Falmouth, Massachusetts
Bedrooms:3
Bathrooms:3
Sleeps:7
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Shower, Smoking OK, Stove, TV, Toaster, Towels & more amenities »
Activities:Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Ice Skating, Jetskiing, Kayaking, Sailing, Shopping, Tennis, Whale watching, Windsurfing & more activities »

Description: Completely renovated 3 bedroom 3 bathroom summer cottage on sippewissett road in Falmouth, on beautiful cape cod, only steps around the corner to lovely residence beach on gunning point, buzzards bay. Huge master suite on ... more details »
Location:Edgartown, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Laundry, Linens, Microwave, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, Wireless Internet Access & more amenities »
Activities:Beach, Fishing, Golf, Hiking, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Water Skiing, Windsurfing & more activities »

Description: This home has everything you need for a vacation on Martha's Vineyard. With 1600 square feet of living space, It is a bright airy contemporary charmingly furnished with a sky lighted living room with Smart ... more details »
Location:Vineyard Haven, Massachusetts
Bedrooms:6
Bathrooms:2
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Disability Access, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Gym, Hiking, Jetskiing, Kayaking, Miniature Golf, Parasailing, Sailing, Shopping, Surfing, Tennis, Volleyball, Water Skiing, Whale watching, Windsurfing & more activities »

Description: Waterview - located on the East Chop Vineyard Highlands overlooking Nantucket Sound, Oak Bluffs harbor, Sunset Lake, and 3 acre Washington Park, this charmingly original 1860's Vineyard cottage is an ideal family vacation home. Leave ... more details »
Location:Yarmouth, Massachusetts
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Cable/Satellite TV, Coffee Maker, DVD Player, Full kitchen, Internet Access, Laundry, Microwave, Oven, Patio, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster & more amenities »
Activities:Beach, Boating, Fishing, Golf, Gym, Hiking, Ice Skating, Jetskiing, Miniature Golf, Parasailing, Sailing, Shopping, Tennis, Whale watching & more activities »

Description: This adorable, private & newly renovated cottage is available for weekly (SATURDAY-SATURDAY) SUMMER rentals, OR 3-night minimum the rest of the year. The cottage is perfect for a single or a couple (no more than ... more details »
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