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Bloomingdale Holiday Rentals

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50 rentals in Bloomingdale.
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Great Bear Lake Home w/Private Dock, Fire Pit, holiday rental in Bloomingdale

Great Bear Lake Home w/Private Dock, Fire Pit

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Stunning river front home/Game room/Cable TV/Grill/Fire Pit/Tennis Court/Wifi/AC, holiday rental in Bloomingdale

Stunning river front home/Game room/Cable TV/Grill/Fire Pit/Tennis Court/Wifi/AC

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Grandpa Dick’s Getaway!!!! Newly renovated and redecorated!!!!, holiday rental in Bloomingdale

Grandpa Dick’s Getaway!!!! Newly renovated and redecorated!!!!

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Comfortable, Accessible, Vacation Home in Lake Michigan Beachtown, holiday rental in Bloomingdale

Comfortable, Accessible, Vacation Home in Lake Michigan Beachtown

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Close to SoHa Downtown & Marina Riverfront!, holiday rental in Bloomingdale

Close to SoHa Downtown & Marina Riverfront!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2021 is open for booking! Close to DT & Beach! Fire pit, play set, free bikes!, holiday rental in Bloomingdale

2021 is open for booking! Close to DT & Beach! Fire pit, play set, free bikes!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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LUXE 4BD/2.5BA, POOL, MARINA, LARGE FIRE PIT, HUGE OUTDOOR SPACE, holiday rental in Bloomingdale

LUXE 4BD/2.5BA, POOL, MARINA, LARGE FIRE PIT, HUGE OUTDOOR SPACE

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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WELCOME TO THE HUBBELL HOUSE!, holiday rental in Bloomingdale

WELCOME TO THE HUBBELL HOUSE!

4 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Fall 2020 on the lake. Cozy pet-friendly cabin 2 hours from Chicago.  Firepit!, holiday rental in Bloomingdale

Fall 2020 on the lake. Cozy pet-friendly cabin 2 hours from Chicago. Firepit!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Lake Home with Tiki Bar for EXTRA FUN, holiday rental in Bloomingdale

Beautiful Lake Home with Tiki Bar for EXTRA FUN

3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Ideal Family Reunion near South Haven, holiday rental in Bloomingdale

Ideal Family Reunion near South Haven

4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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FAMILIES: SUNSET BEACH HOUSE-LAKEFRONT/PRVT BEACH/DOCK-S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: SUNSET BEACH HOUSE-LAKEFRONT/PRVT BEACH/DOCK-S HAVEN/SAUGATUCK AREA

6 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Quaint Cedar Shake Cottage. Stunning Views of Maple Lake., holiday rental in Bloomingdale

Quaint Cedar Shake Cottage. Stunning Views of Maple Lake.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Best Lake in Southwest Michigan! Pontoon Boat included. Private beach frontage., holiday rental in Bloomingdale

Best Lake in Southwest Michigan! Pontoon Boat included. Private beach frontage.

5 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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Indigo Haven Lake House for 12.  Walk to beach, downtown, pool and marina., holiday rental in Bloomingdale

Indigo Haven Lake House for 12. Walk to beach, downtown, pool and marina.

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Fish Lake Cottage / Summer and Winter Fun, holiday rental in Bloomingdale

Fish Lake Cottage / Summer and Winter Fun

2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Country Estate with heated pool and hot tub just minutes from South Haven., holiday rental in Bloomingdale

Country Estate with heated pool and hot tub just minutes from South Haven.

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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FAMILIES: SUNSET SHORES LK HOUSE-LAKEFRONT/PVT BEACH/DOCK-S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: SUNSET SHORES LK HOUSE-LAKEFRONT/PVT BEACH/DOCK-S HAVEN/SAUGATUCK AREA

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Treloar Lakeside Cottage, holiday rental in Bloomingdale

Treloar Lakeside Cottage

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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All Season Lakehouse on Private Lake in Southwest Michigan, holiday rental in Bloomingdale

All Season Lakehouse on Private Lake in Southwest Michigan

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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50% Discount on Fall Weeks - Sanitized House, Heated Pool, holiday rental in Bloomingdale

50% Discount on Fall Weeks - Sanitized House, Heated Pool

6 bedrooms
6 bathrooms
Sleeps 26
Match: Sleeps
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Tudor Home with Private Swimming Pool, holiday rental in Bloomingdale

Tudor Home with Private Swimming Pool

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A Fine Parsonage in the Country, holiday rental in Bloomingdale

A Fine Parsonage in the Country

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Great house with 150 feet of Private beachfront, holiday rental in Bloomingdale

Great house with 150 feet of Private beachfront

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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4 bedroom home on private Lake Mill close to Kalamazoo and south haven, holiday rental in Bloomingdale

4 bedroom home on private Lake Mill close to Kalamazoo and south haven

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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32' RV Travel Trailer Camper on site in South Haven Michigan, holiday rental in Bloomingdale

32' RV Travel Trailer Camper on site in South Haven Michigan

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Allegan Lake Cottage & Private Cabin, holiday rental in Bloomingdale

Allegan Lake Cottage & Private Cabin

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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FAMILIES: HERON'S LANDING - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: HERON'S LANDING - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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FAMILIES: EAGLE'S NEST - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: EAGLE'S NEST - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Gobles Home Family Vacation Relaxation, holiday rental in Bloomingdale

Gobles Home Family Vacation Relaxation

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Private Paradise Tucked Into a Remote Corner of Saddle Lake, holiday rental in Bloomingdale

Private Paradise Tucked Into a Remote Corner of Saddle Lake

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Front - Country living 5 minutes from South Haven, holiday rental in Bloomingdale

Front - Country living 5 minutes from South Haven

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Cherry Blossom; Pool access, close to Downtown and beaches, holiday rental in Bloomingdale

Cherry Blossom; Pool access, close to Downtown and beaches

5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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FAMILIES: SWAN SHORES - LAKEFRONT; PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: SWAN SHORES - LAKEFRONT; PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront Gobles Home w/Private Dock & Boats!, holiday rental in Bloomingdale

Lakefront Gobles Home w/Private Dock & Boats!

7 bedrooms
3 bathrooms
Sleeps 20
Match: Sleeps
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FAMILIES: HAWK'S HAVEN - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: HAWK'S HAVEN - LAKEFRONT/PRVT BEACH W/DOCK - S HAVEN/SAUGATUCK AREA

7 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Daydreamer Cottage; Close to Beach, Downtown, pool, holiday rental in Bloomingdale

Daydreamer Cottage; Close to Beach, Downtown, pool

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Shady Acres ~ Lake Michigan Beaches ~ 6 miles away, holiday rental in Bloomingdale

Shady Acres ~ Lake Michigan Beaches ~ 6 miles away

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rear - Country Living 5 Minutes From Downtown South Haven, holiday rental in Bloomingdale

Rear - Country Living 5 Minutes From Downtown South Haven

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Luxury Lakeview Property, holiday rental in Bloomingdale

Luxury Lakeview Property

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Yesteryear Farm Home at the Vineyard, holiday rental in Bloomingdale

Yesteryear Farm Home at the Vineyard

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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FAMILIES: WHITE OAKS HAVEN - COZY HOME W/HOT TUB - S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILIES: WHITE OAKS HAVEN - COZY HOME W/HOT TUB - S HAVEN/SAUGATUCK AREA

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Spacious & comfortable family friendly home with unbeatable lake location!, holiday rental in Bloomingdale

Spacious & comfortable family friendly home with unbeatable lake location!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Farmhouse, Hutchins Lake, Fennville, Mi 49408, holiday rental in Bloomingdale

Farmhouse, Hutchins Lake, Fennville, Mi 49408

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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FAMILY/WORK: WOODLAND PINES COTTAGE-COZY HOT TUB HOME-S HAVEN/SAUGATUCK AREA, holiday rental in Bloomingdale

FAMILY/WORK: WOODLAND PINES COTTAGE-COZY HOT TUB HOME-S HAVEN/SAUGATUCK AREA

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Boardwalk; Classic-Style Contemporary Rental Home with Serene Pond Views, holiday rental in Bloomingdale

Boardwalk; Classic-Style Contemporary Rental Home with Serene Pond Views

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Harbor Pointe; Contemporary Rental Home in Friendly Riverfront Community, holiday rental in Bloomingdale

Harbor Pointe; Contemporary Rental Home in Friendly Riverfront Community

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Lakehouse w/ View, Dock, Sunroom + 2 Decks!, holiday rental in Bloomingdale

NEW! Lakehouse w/ View, Dock, Sunroom + 2 Decks!

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Off Map Glamping, holiday rental in Bloomingdale

Off Map Glamping

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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FAMILY/WORK: MAPLE WOODS HIDEAWAY-SECLUDED-PVT BEACH ACCESS-S HAVEN/SAUGATUCK, holiday rental in Bloomingdale

FAMILY/WORK: MAPLE WOODS HIDEAWAY-SECLUDED-PVT BEACH ACCESS-S HAVEN/SAUGATUCK

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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