Photo by Darrell Bumbala

Woodmont holiday rentals

We found 524 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Woodmont that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as a hot tub and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Woodmont

Showing deals for:1 Jan - 8 Jan

Large comfortable sectional with a 70" smart tv
Enjoy lounging after a long beach day on the sectional looking out at the water
Fully stocked kitchen with stainless steel appliances and breakfast counter
Open layout living
Exceptional
(10 reviews)

Luxury Beach Oasis with Amazing Panoramic Ocean Views

Milford

8% off
AU$7,976
for 7 nights, 1 home
AU$1,139 per night
includes taxes & fees
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Kitchen
Outdoor dining
Living area
Living area
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,549
for 7 nights, 1 home
AU$650 per night
includes taxes & fees
Silver Sands Beach Getaway
Living Room
Lake View
1 King Size Bed with View of River
Living Room
Exceptional
(16 reviews)

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

New Haven

8% off
AU$2,623
for 7 nights, 1 home
AU$375 per night
includes taxes & fees
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Home from the water. (Blue house in center of photo)
Interior
(new photo 6/25/2011)
Living area
Exceptional
(54 reviews)

Beautiful Waterfront Beach House for Family Vacations

Branford

8% off
AU$8,772
for 7 nights, 1 home
AU$1,253 per night
includes taxes & fees
Beautiful Waterfront Beach House for Family Vacations
Terrace/patio
Living area
Private kitchen
Exterior
Exceptional
(16 reviews)

Spacious Modern Beach House, perfect for families

Branford

8% off
AU$6,370
for 7 nights, 1 home
AU$910 per night
includes taxes & fees
Spacious Modern Beach House, perfect for families
Interior
Your view everyday!
Living area
Living area
Exceptional
(46 reviews)

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

Milford

7% off
AU$3,458
for 7 nights, 1 apartment
AU$494 per night
includes taxes & fees
#2 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
Private kitchen
Living area
Interior
Living area
Exceptional
(11 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

7% off
AU$3,775
for 7 nights, 1 cottage
AU$539 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Dining
Terrace/patio
Exterior
Room
Exceptional
(47 reviews)

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

East Haven

17% off
AU$7,009
for 7 nights, 1 home
AU$1,001 per night
includes taxes & fees
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
Living Room
Stairwell to Master
Queen Bedroom 2
Kitchen
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

7% off
AU$2,815
for 7 nights, 1 apartment
AU$402 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
Room
Living area
Interior
Bathroom
Exceptional
(37 reviews)

1 bedroom Cozy, comfy, super clean, great location and own entrance!!

Shelton

7% off
AU$821
for 7 nights, 1 apartment
AU$117 per night
includes taxes & fees
1 bedroom Cozy, comfy, super clean, great location and own entrance!!
Interior
Interior
Room
Exterior
Wonderful
(32 reviews)

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Branford

8% off
AU$3,221
for 7 nights, 1 home
AU$460 per night
includes taxes & fees
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!
Exterior
Living area
Room
Your view when you bring your coffee to the nook
Exceptional
(34 reviews)

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

Milford

8% off
AU$4,027
for 7 nights, 1 apartment
AU$575 per night
includes taxes & fees
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Woodmont getaway

Learn about the unique charm of Woodmont with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Woodmont

Do you want to find top things to see and do in the area? Venture out of your holiday home and check out everything that makes Woodmont a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (9.9 mi / 16 km)
  • Great River Golf Club (5.7 mi / 9.1 km)
  • Yale Golf Course (6.2 mi / 10.1 km)
  • Fairchild Wheeler Golf Course (13.2 mi / 21.2 km)
  • Rosabianca Vineyards (16 mi / 25.7 km)
  • Bishops Orchard and Winery (16 mi / 25.7 km)

Exploring the natural landscape of Woodmont

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Woodmont. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Seabluff Beach (2.3 mi / 3.7 km)
  • Sandy Point Beach (3.7 mi / 5.9 km)
  • Milford Green (3.8 mi / 6.1 km)
  • Lighthouse Point Park (5 mi / 8 km)
  • Walnut Beach (5 mi / 8.1 km)
  • New Haven Green (6.5 mi / 10.4 km)

Travelling to and around Woodmont

Fly into New Haven, CT (HVN-Tweed - New Haven Regional), the closest airport, located 5.9 mi (9.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), which is 8.6 mi (13.8 km) away.

Frequently asked questions

What is the best area to stay in Woodmont when booking a holiday rental?
When considering a holiday rental in Woodmont, Connecticut, the best area to stay is along the scenic waterfront. This charming community offers a delightful coastal atmosphere, great for those looking to relax by the beach. The waterfront properties provide stunning views and easy access to the sandy shores, making it an ideal choice for families and couples alike.In this area, visitors can enjoy the lovely Woodmont Beach, which is a popular spot for swimming, sunbathing, and picnicking. The beach is well-maintained and offers a family-friendly environment, ensuring a pleasant experience for all. Additionally, a stroll along the nearby boardwalk provides a picturesque view of the coastline and is great for leisurely walks or cycling.Another highlight of staying in this area is the proximity to local dining options, where you can savour fresh seafood and enjoy the warm, inviting atmosphere of the local eateries. The number of holiday rentals in this waterfront area is quite substantial, giving you a variety of choices to suit different preferences and budgets.
When is the best time to visit Woodmont for a holiday rental?
July is the most popular time to visit Woodmont, attracting holidaymakers eager to enjoy the picturesque coastal charm of this Connecticut gem. The peak season runs from May through July, offering a delightful blend of sun-soaked days superb for beach activities, leisurely strolls along the shore, and vibrant local events. During this period, visitors can engage in the lively option, with plenty of opportunities for outdoor fun and community engagement.The summer months boast warm temperatures, typically ranging from 20 to 30 degrees Celsius, making it ideal for swimming, sunbathing, and exploring the beautiful coastal parks nearby. Families and friends looking to create lasting memories will find that Woodmont's inviting beaches and scenic boardwalks provide a great backdrop for quality time together.If you're seeking a more budget-friendly option, consider visiting in December. This month offers a unique charm, with a quieter atmosphere that allows for peaceful walks along the beach and enjoying the serene winter landscape. It's a wonderful time for those who appreciate the beauty of the coast without the bustling crowds.
What are the top attractions in Woodmont?
In Woodmont, Connecticut, visitors can enjoy a charming coastal experience with several attractions. The picturesque Woodmont Beach is a highlight, offering sandy shores and a pleasant atmosphere for sunbathing and swimming. The nearby Charles W. Morgan Park provides walking paths and picnic areas, making it ideal for families and outdoor enthusiasts.For those interested in history, the Woodmont section features quaint homes and a sense of community that reflects its rich past. The area is also close to the scenic coastline, where residents and visitors can enjoy activities like fishing and kayaking.
Are all fees included in the Woodmont holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Woodmont holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woodmont with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Woodmont holiday homes?
You can find great discounts on holiday homes in Woodmont on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Woodmont holiday home booking on Stayz?
To find Woodmont holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woodmont?
A long-stay holiday home in Woodmont is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woodmont holiday home?
Book your Woodmont holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woodmont?
Prices for holiday homes in Woodmont vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woodmont to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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