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Middlebury Holiday Rentals

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    Don't let other travellers get your favourite Middlebury area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 25 Rentals in Middlebury
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    The Wellington Lake Cottage on Stone Lake1 / 29
    (6)Excellent
    Middlebury
    3 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    White Loft On Scott1 / 12
    (2)Very good
    Middlebury
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    The following rentals are within 30 kilometres of Middlebury.
    Syracuse
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Lake Wawasee Contemporary Channel Front with Pier1 / 23
    (1)Excellent
    Syracuse
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    Located in a channel just off the main lake and easy access to it close to the sandbar. The tiki bar , fire pit and the manicured lawn are simply awesome. Very clean with large...
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    About this property
    A picture paints a 1000 words of this clean like new condition Condo/ Duplex. It is very modern and was used as a Guest House to the owners home attached next to it, It has two bedrooms with a queen size bed in each room and a flat screen TV and a full size bathroom in the in the master bedroom,...
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    Syracuse, Indiana 46567
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Syracuse
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Grill
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A picture paints a 1000 words of this awesome like-new, two-bedroom apartment. It was completely refurbished in June 2014. The apartment is located on a channel on the northeast side of beautiful Lake Wawasee. It is just a quick boat ride to the main lake and as you exit the channel you end up...
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    Syracuse, Indiana 46567
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chic Michigan 'Creek Side Cottage' w/ Fire Pit!1 / 24
    (4)Excellent
    Vandalia, MI
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2018
    As a pastor, my wife scheduled this amazing place for me for several nights to get apart to pray. This serene setting, with a babbling brook in the middle of a beautiful woods...
    Reviewed 16 August 2018
    We had a very comfortable and relaxing stay in this cozy cottage. This cottage is walking distance to amazing bbq food, baked goods, breakfast, and lunch! It has a cozy porch...
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    About this property
    Spend a relaxing getaway at this custom 1-bed, 1-bath vacation rental cottage nestled in a wooded setting. The home sleeps 4 and is the perfect place to escape for a romantic weekend in the wilderness of Vandalia, Michigan. The updated, modern interior features high ceilings, wood paneling...
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    Vandalia, Cass County 49095
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Three Rivers, MI
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake house on beautiful Pleasant lake! Lake is 262 acres ! Enjoy boating, fishing, and swimming. Also includes use of boat dock and boat lift. The house has 4 bedrooms, 2 bathrooms, full kitchen, washer...
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    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Three Rivers, MI
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. Our Jazz...
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    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Three Rivers, MI
    2 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. Our Music...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 12
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    Three Rivers, MI
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. Our Blues...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Syracuse
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, modern, upstairs guest suite on Lake Wawasee channel. * Pier space INCLUDED! * Located on quiet channel close to sandbar, near main boat launch * Private entrance * One bedroom with full bed plus bunk (full on bottom and twin on top) * Living room with smart TV, WiFi, cozy electric...
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    Location Information
    Syracuse, Indiana 46567
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Folk Cottage - Lakefront Cottage, Semi-private Lake, Beach Boats1 / 15
    (5)Very good
    Three Rivers, MI
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Patio
    • Parking
    • DVD Player
    • Grill
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2016
    We had an awesome stay. The cottage was clean, Roomy, very nice. Great view of the lake. Great place to bring our pets. 40 minute drive to Shipshewana our destination. Loved...
    Reviewed 1 October 2013
    The wife and I returned to Lakeside Melodies for Labor Day weekend and were once again rewarded with a refreshing stay. Although we spent a lot of time with local relatives, the...
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    About this property
    The Folk Cottage is located on the lakefront with a setting of rolling hills and a rustling creek, on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. Lots of water sports -...
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    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Three Rivers, MI
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. The Country...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Elkhart
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious and newly remodeled home located on the South shores of large and clean Simonton Lake conveniently Located minutes from South Bend and Southern Michigan. Large kitchen, two family rooms, huge game room and spacious private yard makes this the perfect getaway for friends and family. Close...
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    Elkhart, Indiana 46514
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Three Rivers, MI
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. The Western...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Syracuse
    2 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're in search of the perfect lake getaway, look no further than this peaceful 2-bedroom, 1-bathroom waterfront Syracuse vacation rental home - perfect for 6 adults and 3 children. Nestled on a beautiful channel that leads to the majestic Lake Wawasee in northern Indiana, this scenic dwelling...
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    Location Information
    Syracuse, Indiana 46567
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 9
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    Three Rivers, MI
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Skiing: Property Is In A Ski Resort
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPECIAL WINTER-SPRING RATE -- Adorable waterfront cottage available at popular all-sports Fisher Lake in Southwestern Michigan. 2-level cottage includes w/d, air conditioning, wood fireplace, remodeled kitchen with new cabinets and counters and updated furniture. Util Included! NEW THIS...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Vacation Cottage Rental On The Lake
    Jones, MI
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very nice cottage rental located at Rogers Resort Inc., on Lilly Lake, in Jones, Michigan. Check us out, and book early because this cottage will fill up fast. This is our Medium Cottage.
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    Location Information
    Jones, Cass County 49061
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Jones, MI
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very nice cottage rental located at Rogers Resort Inc., on Lilly Lake, in Jones, Michigan. Check us out, and book early because this cottage will fill up fast. This is our Large Cottage.
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    Location Information
    Jones, Cass County 49061
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Three Rivers, MI
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake Cottage located on 500 acre Portage Lake just south of Kalamazoo, Michigan. Our cabin is a cozy two-bedroom wood beam and pine construction where you experience the feel of an up north cabin as soon as you step through the door. The kitchen is fully equipped with a stove with oven,...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Three Rivers, MI
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seven musically themed cottages, all with at least two bedrooms, a setting of rolling hills and a rustling creek, all on a semi-private lake for swimming, canoeing, kayaking and fishing. Enjoying the outdoors in year round cottages with lots of wildlife yet near many local attractions. Our Rock 'n...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Jones, MI
    1 Bedroom, Sleeps 2 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a very nice cottage rental located at Rogers Resort Inc., on Lilly Lake, in Jones, Michigan. Check us out, and book early because this cottage will fill up fast. This is our Small Cottage.
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    Location Information
    Jones, Cass County 49061
    Holiday Rental House - 1 Bedroom, Sleeps 2
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    Goshen
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** Get away from the stresses of everyday life during your next trip to the quaint town of Goshen! This 1-bedroom, 1-bath vacation rental apartment sleeps up to 5 guests and is...
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    Goshen, Indiana 46526
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Goshen
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay ** Capture the essence of Goshen from this cozy cottage nestled in a serene setting. This studio vacation rental is well-appointed with sleeping arrangements for 2, all the...
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    Location Information
    Goshen, Indiana 46526
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Three Rivers, MI
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Washer
    • Internet Access
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sprinkled with glass-like lakes, Michigan's terrain lets you reflect on the natural landscape away from the city bustle, and this 3-bedroom, 1-bath vacation rental duplex in Three Rivers lets you do just that! Situated within a 5-minute walk from Fisher Lake, this property provides up to 5 guests...
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    Location Information
    Three Rivers, St. Joseph County 49093
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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