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Middlefield Vacation Rentals

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50 rentals in Middlefield.
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Betty's Boat House, vacation rental in Middlefield

Betty's Boat House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Clarke's Landing, vacation rental in Middlefield

Clarke's Landing

3 bedrooms
3 bathrooms
Sleeps 8
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Moose Lodge At Clatter Ridge Farm, vacation rental in Middlefield

Moose Lodge At Clatter Ridge Farm

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town, vacation rental in Middlefield

Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Renovated Oceanfront Cottage On Joshua's Cove, Guilford CT, vacation rental in Middlefield

Newly Renovated Oceanfront Cottage On Joshua's Cove, Guilford CT

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Direct waterfront renovated cottage., vacation rental in Middlefield

Direct waterfront renovated cottage.

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Beach House with Private Beach Access., vacation rental in Middlefield

Beautiful Beach House with Private Beach Access.

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Branford-Pine Orchard Beach, vacation rental in Middlefield

Branford-Pine Orchard Beach

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Water Views and Steps from Beach, vacation rental in Middlefield

Panoramic Water Views and Steps from Beach

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Lake Front Home on the water, vacation rental in Middlefield

Lake Front Home on the water

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Ennis Cottage- A Seaside Getaway!, vacation rental in Middlefield

Ennis Cottage- A Seaside Getaway!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Apartment w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Stunning Apartment w/ Parking & Gym Downtown at Yale

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Two bedroom house with private beach and club within walking distance, vacation rental in Middlefield

Two bedroom house with private beach and club within walking distance

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3/2 Private Lakefront Home 4 steps to the water-Kayaks, Canoe & Fire Pit, vacation rental in Middlefield

3/2 Private Lakefront Home 4 steps to the water-Kayaks, Canoe & Fire Pit

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Newly remodeled 1891 Queen Anne Victorian mansion, vacation rental in Middlefield

Newly remodeled 1891 Queen Anne Victorian mansion

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Bright, cheery contemporary ranch style home, vacation rental in Middlefield

Bright, cheery contemporary ranch style home

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private 2 bedroom near Yale, downtown, great restaurants and parks, vacation rental in Middlefield

Private 2 bedroom near Yale, downtown, great restaurants and parks

2 bedrooms
1 bathroom
Sleeps 4
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2 bedroom Apartment Brand New Listing Close to Beach & Downtown!, vacation rental in Middlefield

2 bedroom Apartment Brand New Listing Close to Beach & Downtown!

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private luxury waterfront home, vacation rental in Middlefield

Private luxury waterfront home

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Whole Apartment. Private. Walk to Yale and Downtown, vacation rental in Middlefield

Whole Apartment. Private. Walk to Yale and Downtown

3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Waterfront Home, Private Beach,Hot Tub + Tennis/Beach Club, vacation rental in Middlefield

Amazing Waterfront Home, Private Beach,Hot Tub + Tennis/Beach Club

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Surrounded By Nature, vacation rental in Middlefield

Surrounded By Nature

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Peace Barn in the heart of the CT River Valley, vacation rental in Middlefield

Peace Barn in the heart of the CT River Valley

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic Mansion 1841, vacation rental in Middlefield

Historic Mansion 1841

5 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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4 Room Apartment, vacation rental in Middlefield

4 Room Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events, vacation rental in Middlefield

Elegant Meadowbrook Estate for Family Gatherings, Retreats and Special Events

9 bedrooms
12 bathrooms
Sleeps 22
Match: Sleeps
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Charming summer home just steps from the beach!, vacation rental in Middlefield

Charming summer home just steps from the beach!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Guilford Shoreline Cottage; Birder's Paradise, vacation rental in Middlefield

Guilford Shoreline Cottage; Birder's Paradise

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sunny and quiet bedroom near hospital and schools, vacation rental in Middlefield

Sunny and quiet bedroom near hospital and schools

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Apartment w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Luxury Apartment w/ Parking & Gym Downtown at Yale

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Sunlit Apartment w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Sunlit Apartment w/ Parking & Gym Downtown at Yale

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Award-Winning Apt w/ Parking & Gym | Downtown at Yale, vacation rental in Middlefield

Award-Winning Apt w/ Parking & Gym | Downtown at Yale

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Stunning Apartment w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Stunning Apartment w/ Parking & Gym Downtown at Yale

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Bold 1BR Apt w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Bold 1BR Apt w/ Parking & Gym Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Airy Modern Apt w/ Rooftop | Downtown at Yale, vacation rental in Middlefield

Airy Modern Apt w/ Rooftop | Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale, vacation rental in Middlefield

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Polished 1BR Apt w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Polished 1BR Apt w/ Parking & Gym Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Marvelous 1BR Apt w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Marvelous 1BR Apt w/ Parking & Gym Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious Modern Apt w/ Rooftop | Downtown at Yale, vacation rental in Middlefield

Spacious Modern Apt w/ Rooftop | Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Sleek 1BR Apt w/ Parking & Gym Downtown at Yale, vacation rental in Middlefield

Sleek 1BR Apt w/ Parking & Gym Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Brilliant Modern Apt w/ Rooftop | Downtown at Yale, vacation rental in Middlefield

Brilliant Modern Apt w/ Rooftop | Downtown at Yale

1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Dreamy Lux Apt w/ Parking & Gym | Downtown at Yale, vacation rental in Middlefield

Dreamy Lux Apt w/ Parking & Gym | Downtown at Yale

3 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale, vacation rental in Middlefield

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cabin Deck House - Formidable Cabin in Laurel Island, vacation rental in Middlefield

Cabin Deck House - Formidable Cabin in Laurel Island

4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Newly Remodeled 1BR Full Furnished Center of Town, vacation rental in Middlefield

Newly Remodeled 1BR Full Furnished Center of Town

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Fully Furnished 1BR, vacation rental in Middlefield

Cozy Fully Furnished 1BR

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunlit Apt W/ Parking and Gym | Downtown at Yale, vacation rental in Middlefield

Sunlit Apt W/ Parking and Gym | Downtown at Yale

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful bungalow style 1br condo, vacation rental in Middlefield

Beautiful bungalow style 1br condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Artistic Quiet Retreat, vacation rental in Middlefield

Artistic Quiet Retreat

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Apt, Hartford Hospital & Trinity College, vacation rental in Middlefield

Charming Apt, Hartford Hospital & Trinity College

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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