Toodoo - Vacation Rentals in North Main Street Historic District

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From US $5,093

         

10.0 (39 Reviews)

House

Stunning House: Tennis & Pool in Southampton Estate section

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• Village of Southampton

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From US $1,774

         

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10.0 (1 Review)

House

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

• Air Conditioner
• Parking
• Pool

• Southampton
• North Sea

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From US $603

         

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10.0 (2 Reviews)

Bed & Breakfast

Head of Pond House

• Air Conditioner
• Parking
• Pool

• New York
• Water Mill

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From US $1,884

         

9.6 (26 Reviews)

House

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

• Air Conditioner
• Parking
• Pool

• New York
• Southampton

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From US $412

         

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10.0 (1 Review)

House

Unique Southampton Getaway with Rooftop Deck!

• Parking
• View
• Ocean View

• Southampton
• North Sea

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From US $360

         

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8.4 (146 Reviews)

Bed & Breakfast

Harpoon House

• Parking
• TV
• Balcony/Terrace

• Southampton
• Village of Southampton

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From US $967

         

9.4 (20 Reviews)

House

Home page of Southampton Village

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• Village of Southampton

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From US $584

         

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9.6 (169 Reviews)

Bed & Breakfast

The 1708 House

• Air Conditioner
• Parking
• TV

• Southampton
• Village of Southampton

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From US $2,114

         

New

House

Oceanstone by Rove Estate w Pool Beach Access

• Pet Friendly
• Balcony/Terrace
• Barbecue/Outdoor Cooking

• Southampton
• Village of Southampton

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From US $1,953

         

9.0 (10 Reviews)

House

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• Village of Southampton

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From US $1,964

         

New

House

On Half Acre, Between Three Popular Golf Courses

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• Tuckahoe

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From US $335

         

10.0 (14 Reviews)

House

Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In.

• Air Conditioner
• Parking
• Pool

• Southampton
• North Sea

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From US $2,220

         

10.0 (13 Reviews)

House

Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water 🏖sleep10

• Air Conditioner
• Parking
• Pool

• Southampton
• North Sea

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From US $755

         

10.0 (109 Reviews)

House

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!🏖️

• Air Conditioner
• Parking
• TV

• Southampton
• Village of Southampton

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From US $1,537

         

10.0 (57 Reviews)

House

Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southampton

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From US $1,768

         

10.0 (36 Reviews)

House

Beautiful Southampton Village home, new reno, Heated pool!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southampton

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From US $596

         

10.0 (33 Reviews)

House

Charming Modern Home - Winter and Summer Retreat

• Air Conditioner
• Parking
• Pool

• New York
• Water Mill

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From US $930

         

10.0 (25 Reviews)

House

Wooded Oasis and Guest House in Hamptons!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southampton

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From US $3,550

         

10.0 (23 Reviews)

House

Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis

• Air Conditioner
• Pool
• TV

• New York
• Water Mill

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From US $1,211

         

10.0 (22 Reviews)

House

U.S. Open June 15-21 SH Village So of Hwy; water View PREMIER HOST

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• Village of Southampton

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From US $1,548

         

10.0 (19 Reviews)

Villa

Hampton Private Retreat - last minute offer June 23-

• Air Conditioner
• Parking
• Pet Friendly

• Southampton
• North Sea

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From US $1,084

         

10.0 (19 Reviews)

House

Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

• Air Conditioner
• Parking
• Pool

• Southampton
• Village of Southampton

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From US $446

         

10.0 (15 Reviews)

House

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

• Air Conditioner
• Parking
• Pool

• Southampton
• Village of Southampton

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From US $1,587

         

10.0 (11 Reviews)

House

Gorgeous Brand New Modern Farmhouse

• Air Conditioner
• Parking
• Pool

• Southampton
• Tuckahoe

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★ Pro Tip: Toodoo makes it easy to compare the best listings on Toodoo homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Toodoo homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in North Main Street Historic District.