Top Winter Vacations - Vacation Rentals in Gulf Beach

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $776

         

10.0 (34 Reviews)

House

Beachfront 3-bedroom vacation home just 14 minutes from Yale University

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $703

         

|

10.0 (8 Reviews)

Apartment

A little place in the Sun

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $128

         

|

9.2 (1003 Reviews)

Hotel

Homewood Suites by Hilton Orange New Haven

• Air Conditioner
• Parking
• Pool

• New Haven
• Orange

View Availability

From US $363

         

10.0 (8 Reviews)

House

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $338

         

|

10.0 (1 Review)

House

Charming 3 bedroom Beach Front Cottage

• Air Conditioner
• Parking
• View

• New Haven
• Milford

View Availability

From US $136

         

|

9.2 (462 Reviews)

Hotel

Residence Inn by Marriott Milford

• Air Conditioner
• Parking
• Pool

• New Haven
• Milford

View Availability

From US $453

         

9.2 (9 Reviews)

Cottage

Beachfront Connecticut Retreat w/Views!

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $245

         

|

10.0 (1 Review)

House

Bright Milford Beach House with Outdoor Shower

• Parking
• View
• Private Beach

• New Haven
• Milford

View Availability

From US $117

         

|

8.8 (1005 Reviews)

Hotel

Homewood Suites by Hilton Stratford

• Air Conditioner
• Parking
• Pool

• New Haven
• Stratford

View Availability

From US $533

         

10.0 (26 Reviews)

House

Beachfront house on Long Island Sound

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $909

         

10.0 (134 Reviews)

House

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

• Air Conditioner
• Parking
• TV

• New Haven
• Woodmont

View Availability

From US $297

         

10.0 (42 Reviews)

Apartment

#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $1,069

         

10.0 (28 Reviews)

House

Ocean Front Beach House with Private Beach Access - Newly Renovated!

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $236

         

10.0 (17 Reviews)

House

The Daydreamer - Walk To Walnut Beach, Restaurant + Shops

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Devon

View Availability

From US $957

         

10.0 (12 Reviews)

House

Beach Front Luxury Property

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $316

         

10.0 (6 Reviews)

Cottage

Renovated Milford Beach home by Charles Island/Silver Sands Pk

• Air Conditioner
• TV
• View

• New Haven
• Devon

View Availability

From US $446

         

10.0 (3 Reviews)

House

Silver Sands Beach Getaway

• Air Conditioner
• Parking
• TV

• New Haven
• Devon

View Availability

From US $420

         

10.0 (3 Reviews)

House

SALTY KISSES COZY BEACH HOUSE/BEACH ACCESS ACROSS STREET WATER VIEW

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $249

         

10.0 (3 Reviews)

House

Summer Cottage

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $637

         

10.0 (2 Reviews)

Condo

Setting Sun Waterfront Retreat on Hillside

• Air Conditioner
• TV
• View

• New Haven
• Milford

View Availability

From US $852

         

10.0 (1 Review)

House

Beach house in Milford, CT

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $345

         

10.0 (1 Review)

House

Charming 2-bedroom 50 ft from Fort Trumbull private beach.

• Air Conditioner
• Parking
• TV

• New Haven
• Milford

View Availability

From US $916

         

9.8 (41 Reviews)

Apartment

Beachfront, Dog-Friendly Milford Getaway w/Yard!

• Air Conditioner
• Parking
• Pet Friendly

• New Haven
• Milford

View Availability

From US $335

         

9.8 (29 Reviews)

Apartment

#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

• Air Conditioner
• TV
• View

• New Haven
• Milford

View Availability

★ Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations 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 Gulf Beach.