Chilmark, Massachusetts Vacation Rentals

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Location: Chilmark, MA undo
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1 - 20 of about 3,429 from 9 sites
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Location:Edgartown, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, CD Player, Cable/Satellite TV, Charcoal BBQ, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Microwave, Outdoor Shower, Phone, Refrigerator, Stove, TV, Utensils, VCR, Wireless Internet Access & more amenities »
Activities:Beach, Biking, Horseback Riding, Jetskiing, Parasailing, Sailing, Swimming, Tennis, Water Skiing & more activities »

Description: A beautiful clean, open and airy Katama vacation house is sitting here for you. This Katama vacation rental features three bedrooms and two bathrooms. It can sleep up to eight guests comfortably and offers all ... 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: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: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: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: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:South Orleans, Massachusetts
Bedrooms:2
Bathrooms:2
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Full kitchen, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Towels, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Ice Skating, Kayaking, Miniature Golf, Parasailing, Racquetball, Sailing, Shopping, Surfing, Tennis, Water Parks, Whale watching & more activities »

Description: This 2 bedroom, 2 bathroom home is located on a private dirt road overlooking Pah Wah Pond in South Orleans. It is in walking distance to beautiful Pah Wah Conservation Area on Pleasant Bay, just ... more details »
Location:Brewster, Massachusetts
Bedrooms:2
Sleeps:5
Property Type:Condo

Amenities:Alarm Clock, BBQ, Balcony, Basketball Court, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Full kitchen, Hair Dryer, Iron, Laundry, Microwave, Oven, Patio, Pets OK, Refrigerator, Restaurant, Smoking OK, Stove, Swimming Pool, TV, Toaster, Wireless Internet Access & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Golf, Gym, Miniature Golf, Tennis, Volleyball, Whale watching & more activities »

Description: We continue to improve and invest in our home with the following updates... New for 2013 - New slider (mstr bedroom) and windows (kitchen and kids room), wireless internet, new HD flat panel TV (in ... more details »
Location:North Truro, Massachusetts
Bedrooms:3
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:BBQ, Blender, Cable/Satellite TV, Coffee Maker, Dishwasher, Full kitchen, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Refrigerator, Restaurant, Screened Porch, Smoking OK, Stereo, Stove, TV, Toaster & more amenities »
Activities:Beach, Boating, Fishing, Golf, Hiking, Horseback Riding, Kayaking, Parasailing, Sailing, Shopping, Water Skiing, Whale watching & more activities »

Description: Antique Cape house in historic Pond Village in North Truro, just a 5-minute walk (0.3 miles) from beautiful Cold Storage beach on the bay side and a 5-minute drive (1.5 miles) from Coast Guard beach ... more details »
Location:Wellfleet, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Balcony, Basketball Court, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Amusement Parks, Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Kayaking, Miniature Golf, Ping Pong, Sailing, Shopping, Surfing, Tennis, Water Parks, Whale watching, Windsurfing, Zoo & more activities »

Description: Bright, airy contemporary style 3-bedroom Cape on quiet residential cul-de-sac. Open floor plan features cathedral ceilings in Great Room which includes living / dining / kitchen areas. Other features include: brick fireplace w/ raised hearth, ... more details »
Location:Wareham, Massachusetts
Bedrooms:1
Bathrooms:1
Sleeps:2
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Cable/Satellite TV, Coffee Maker, Fireplace, Full kitchen, Internet Access, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Beach, Boating, Bowling, Fishing, Golf, Gym, Kayaking, Miniature Golf, Sailing, Shopping, Snorkeling, Theme Parks, Water Parks, Whale watching, Windsurfing, Zoo & more activities »

Description: Perfect alternative for MMA Parents/Families visiting their Cadets! Immaculate 1 BR bungalow cottage, steps from beautiful & private Pinehurst Beach Association and minutes to MMA Campus!! $750 WK OR $125 NIGHT. Recently renovated. Well equipped ... more details »
Location:West Harwich, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, Basketball Court, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Sea View, Smoking OK, Stove, TV, Toaster, VCR & more amenities »
Activities:Basketball, Beach, Boating, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Parasailing, Sailing, Shopping, Surfing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Ocean Breeze Guest House is located on a quiet street around the corner from Chase Ave.and a block from W.Harwich . The house, with it's salmon colored door, is the first house on the left ... more details »
Location:Sandwich, Massachusetts
Bedrooms:2
Bathrooms:1
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Cable/Satellite TV, Coffee Maker, Full kitchen, Linens, Microwave, Oven, Patio, Pets OK, Playground, Screened Porch, Smoking OK, Swimming Pool, TV, Toaster & more amenities »
Activities:Basketball, Fishing, Kayaking, Volleyball & more activities »

Description: Our brand new two bedroom cottage is perfect for a family vacation! The main bedroom has a queen bed, the second bedroom has a bunk with a ful bed on the bottom and a twin ... more details »
Location:South Yarmouth, Massachusetts
Bedrooms:4
Bathrooms:3
Sleeps:10
Property Type:Vacation Home

Amenities:Air Conditioning, Alarm Clock, BBQ, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Kitchenette, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Phone, Pool Table, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, TV, Toaster, VCR & more amenities »
Activities:Beach, Boating, Bowling, Fishing, Golf, Jetskiing, Kayaking, Miniature Golf, Parasailing, Ping Pong, Shopping, Tennis, Whale watching, Zoo & more activities »

Description: Fantastic corner lot location with all the comforts of home. 3-minute walk to beautiful South Shore beaches, the Cape's finest! First floor has fully equipped kitchen, 2 large bedroomswith AC units, spacious living room with ... more details »
Location:Brewster, Massachusetts
Bedrooms:2
Bathrooms:1
Sleeps:4
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Basketball Court, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Linens, Microwave, Oven, Pets OK, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, Woodburning Stove & more amenities »
Activities:Basketball, Canoeing, Fishing, Golf, Gym, Hiking, Kayaking, Sailing, Shopping, Snorkeling, Surfing, Tennis, Water Skiing, Whale watching, Windsurfing & more activities »

Description: The super private earth home has an open floor plan with kitchen living and dinning under a 6 foot skylight and bright south facing bay and slider windows. The kitchen is large and well stocked ... more details »
Location:Dennis Port, Massachusetts
Bedrooms:4
Bathrooms:2
Sleeps:8
Property Type:Vacation Home

Amenities:Alarm Clock, BBQ, Basketball Court, Beachfront View, Blender, CD Player, Cable/Satellite TV, Coffee Maker, DVD Player, Dishwasher, Fireplace, Full kitchen, Internet Access, Iron, Laundry, Microwave, Oceanfront, Outdoor Shower, Oven, Patio, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stove, TV, Toaster, VCR & more amenities »
Activities:Basketball, Beach, Boating, Bowling, Canoeing, Fishing, Golf, Gym, Hiking, Jetskiing, Kayaking, Miniature Golf, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Swimming, Tennis, Whale watching & more activities »

Description: Cape Cod Charm! Off the beaten path with lots of privacy. To top it off, this casual, comfortable and tastefully decorated waterfront property offers one of the largest private beaches along this shoreline. Sunning and ... more details »
Location:West Yarmouth, Massachusetts
Bedrooms:3
Bathrooms:2
Sleeps:6
Property Type:Vacation Home

Amenities:Air Conditioning, BBQ, Blender, Cable/Satellite TV, Coffee Maker, DVD Player, Deck, Dishwasher, Fireplace, Full kitchen, Hair Dryer, Internet Access, Iron, Laundry, Microwave, Outdoor Shower, Oven, Patio, Pets OK, Refrigerator, Restaurant, Shower, Smoking OK, Stove, TV, Toaster & more amenities »
Activities:Beach, Bowling, Fishing, Golf, Gym, Ice Skating, Miniature Golf, Sailing, Scuba Diving, Shopping, Snorkeling, Water Parks, Whale watching, Windsurfing & more activities »

Description: Completely re-modeled three bedroom, two bath ranch. Master bedroom with full bath (shower unit), second bedroom has queen bed ,third bedroom has set of twins. Fully equipped kitchen includes dishwasher, small appliances and microwave. Laundry ... more details »
Location:Chilmark, Massachusetts
Bedrooms:2
Bathrooms:1
Sleeps:8
Property Type:Vacation Home

Amenities:BBQ, Basketball Court, CD Player, Coffee Maker, Deck, Full kitchen, Iron, Laundry, Outdoor Shower, Oven, Pets OK, Phone, Playground, Refrigerator, Restaurant, Smoking OK, Stereo, Stove, Toaster, Woodburning Stove & more amenities »
Activities:Basketball, Beach, Boating, Canoeing, Fishing, Golf, Gym, Hiking, Horseback Riding, Jetskiing, Kayaking, Parasailing, Sailing, Scuba Diving, Shopping, Snorkeling, Surfing, Tennis, Water Skiing, Windsurfing & more activities »

Description: Located at end of a dead-end dirt road on 1.5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, ... more details »
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