Find hotels near Osprey's Dominion, Southold from $106

Discovering the top-rated hotels near Osprey's Dominion can enhance your stay in Southold, New York, offering ideal options for travelers seeking comfort and convenience.Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to BeachBeautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to Beach is a stunning getaway located just 3.2 miles from Osprey's Dominion. With a perfect review rating of 10, this hotel features a private Gunite saltwater pool, ideal for relaxing after a day of exploration. Guests can enjoy amenities like a fully-equipped kitchen, outdoor shower, and a spacious patio for dining al fresco. The nearby beach and various water activities, including paddleboating and kayaking, make it a perfect choice for those looking to unwind in nature.Great Location!! Walk to Town & Train!!Great Location!! Walk to Town & Train!! is a delightful hotel situated only 2.3 miles from Osprey's Dominion, rated an impressive 10 by travelers. This home combines convenience and charm, featuring a cozy kitchen and inviting patio. Guests can explore nearby shopping and winery tours, ensuring a memorable stay in Southold. With easy access to local attractions and outdoor activities, this hotel is an exceptional choice for those looking to immerse themselves in the area.Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyardsCutchogue Farmhouse Estate with hot tub and gardens is a charming retreat located 4.6 miles from Osprey's Dominion, with a flawless review rating of 10. This estate features a relaxing hot tub surrounded by beautiful gardens, offering a serene atmosphere for travelers. With amenities including a full kitchen, patio, and nearby vineyards, it is perfect for travelers looking to indulge in local wine tours and beach visits.

Discover top-rated hotels within walking distance to Osprey's Dominion, perfect for wine enthusiasts and those seeking a serene getaway.Vine & SandVine & Sand is a charming 3-star hotel, rated 10 by travelers, located just a 12-minute walk from Osprey's Dominion. This inviting hotel features a stunning vineyard view and offers travelers a relaxing experience with amenities like an outdoor pool, complimentary breakfast, and access to beautiful beach areas nearby. Guests can unwind on the terrace or enjoy the outdoor shower, making it a delightful choice for those looking to immerse themselves in the local scenery.Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking TubThis newly opened B&B, also rated 10 by travelers, is just a 12-minute walk from Osprey's Dominion. Guests can indulge in a luxurious stay featuring a king bed and an ensuite bathroom with a soaking tub. The hotel boasts a heated pool and shared outdoor pool, perfect for relaxing after a day of exploring. Additional amenities include a cozy fireplace and onsite parking, ensuring a comfortable and enjoyable stay.

Finding the perfect family-friendly stay near Osprey's Dominion can enhance your getaway experience in Southold. Here are some top-rated hotels that cater specifically to families looking for comfort and fun.Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to BeachJust 3.2 miles from Osprey's Dominion, this beautifully renovated farmhouse receives a stellar review rating of 10. It is perfect for families, offering a secured yard, kitchen facilities, and a Gunite saltwater pool for endless fun. With a variety of nearby activities including paddleboating and golf, travelers can enjoy both relaxation and adventure during their stay.Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyardsCutchogue Farmhouse Estate is a delightful retreat just 4.6 miles from Osprey's Dominion, with a flawless review rating of 10. This family-friendly estate features an outdoor play area for children, a playground, and a beautiful garden perfect for family picnics. Guests will appreciate the well-appointed kitchen, hot tub, and spacious patio, ensuring a relaxing stay for everyone.White Blossom House InnWhite Blossom House Inn is conveniently located just 1.2 miles from Osprey's Dominion, with a remarkable review rating of 10. This charming inn offers family-friendly amenities such as cribs and connecting rooms, making it ideal for larger families. Guests can unwind in the garden or on the patio, while the nearby beach provides an excellent spot for family outings.

Discover the best hotels near Osprey's Dominion that offer stunning views and unforgettable experiences in Southold.Vine & SandVine & Sand is a charming 3-star hotel located just a 12-minute walk from Osprey's Dominion, with a perfect review rating of 10. Guests can relax on the terrace or enjoy the breathtaking vineyard views right from their accommodation. The hotel features a lovely outdoor shower, a pool, and complimentary breakfast that includes buffet options. With amenities like designer toiletries and premium bedding, visitors can unwind in comfort after a day of exploring.

For travelers seeking affordable and top-rated stays near Osprey's Dominion, these options promise comfort and convenience without breaking the bank.Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to BeachLocated just 3.2 miles from Osprey's Dominion, this stunning farmhouse offers a perfect retreat for families and groups. Rated 10 by travelers, it features a gorgeous gunite saltwater pool, an outdoor seating area, and a fully equipped kitchen, ensuring a relaxing stay. Guests can enjoy nearby paddleboating, golf, and beach access, making it ideal for outdoor enthusiasts.Great Location!! Walk to Town & Train!!Just 2.3 miles from Osprey's Dominion, this hotel is rated 10 by travelers and features a prime location for exploring local attractions. Guests can enjoy the convenience of an onsite parking and easy access to shopping and dining. The cozy interiors include a well-equipped kitchen and a charming patio to unwind after a day of adventures.Cutchogue Farmhouse Estate with hot tub and gardens, walk to beach & vineyardsThis charming farmhouse is situated 4.6 miles from Osprey's Dominion and boasts a perfect 10 review rating from travelers. Families will appreciate the outdoor play area and children's books, while the hot tub offers a soothing retreat after a day of vineyard tours. With a well-equipped kitchen and nearby the beach, this hotel is a delightful choice for a memorable getaway.

Discovering hotels with pools near Osprey's Dominion can enhance your stay in Southold, making it a perfect getaway for leisure seekers and families alike. Here are some top-rated options to consider.Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to BeachSituated 3.2 miles from Osprey's Dominion, this beautifully renovated farmhouse offers a stunning gunite saltwater pool, ensuring a delightful retreat. With a perfect travelers' rating of 10, this hotel features a fully equipped kitchen, outdoor patio, and nearby access to beach activities, making it perfect for families looking for a relaxing getaway.Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking TubVine + Sand is a charming 3-star B&B located just a 12-minute walk from Osprey's Dominion, a perfect travelers' rating of 10. Guests can enjoy the outdoor heated pool and relax on the patio or in the hot tub. The hotel also features free breakfast and nearby winery tours, making it an ideal spot for a refreshing and enjoyable stay.[Charming Farmhouse with Pool and Large Yard Centrally Located and Walkable](https://expedia.com/Southold-hotels-Charming-Farmhouse-with-Pool-and-Large-Yard- Centrally-Located-and-Walkable.h103417816.Hotel-information)Just 1.5 miles from Osprey's Dominion, this charming farmhouse is rated an impressive 10 by travelers. It features a private pool and a spacious yard, ideal for families or groups. Guests will appreciate the well-equipped kitchen, nearby shopping, and access to winery tours, ensuring a memorable stay in Southold.

If you're looking for top-rated pet-friendly hotels near Osprey's Dominion, Southold has some fantastic options to ensure both you and your furry friend enjoy a comfortable stay.Beautifully Renovated Farmhouse with Gunite Saltwater Pool, 1/2 Mile to BeachThis beautifully renovated farmhouse is 3.2 miles from Osprey's Dominion and boasts a perfect review rating of 10. It welcomes pets and provides a secure yard, making it ideal for pet owners. Guests can enjoy the luxurious gunite saltwater pool, a fully equipped kitchen, and nearby access to a stunning beach. With a patio for relaxation and onsite parking, it combines charm with convenience.White Blossom House InnWhite Blossom House Inn, just 1.2 miles from Osprey's Dominion, is a perfect retreat for travelers with pets. With a stellar review rating of 10, it offers pet-friendly amenities such as a dedicated dog exercise area and allows pets in rooms. Guests can enjoy relaxing on the patio or exploring the garden, and with features like a fully equipped kitchen and free self-parking, it's an inviting choice for a cozy getaway.Cozy Long Island EscapeLocated just 2.0 miles from Osprey's Dominion, Cozy Long Island Escape is a delightful option for travelers with pets, rated 10 by travelers. This hotel allows pets and features a secured yard for their safety. Guests can take advantage of amenities like a well-equipped kitchen, onsite parking, and nearby beautiful beaches. It's a fantastic choice for those looking to unwind in comfort.

To look for discounts on hotels near Osprey's Dominion, join One Key™—our free travel rewards program. One Key members always get our best prices and earn OneKeyCash™* on eligible bookings for every dollar spent. Another way to save is by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.