Woodmont Vacation Rentals from $79: Search Short-Term Rentals

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Our top choices for Woodmont vacation rentals

A hotel room with a bed, two bedside lamps, a chair, a desk with a laptop, and a window with curtains.

1. Sunny 1 Full Bed ADA|Free parking

MILFORD

Anonymous traveler

$68 nightly

Nov 2 - Nov 3

Total with taxes and fees

A living room with a staircase, a sofa, a coffee table, and a TV.

2. Loft •Pool • Gym • Free Parking • Near Yale

Orange

Ali B.

$244 nightly

Oct 25 - Oct 26

Total with taxes and fees

A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

3. Spacious 2 Bedroom apartment close to Yale Bowl

West New Haven

Daniel S.

$188 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious lobby with a large chandelier, a central round table with a vase, and a checkered floor.

4. Yale Deluxe Modern Apartment

Downtown New Haven

Anonymous traveler

$197 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

5. One bedroom in United States of America, New Haven

Dwight

Stephanie G.

$161 nightly

Oct 26 - Oct 27

Total with taxes and fees

A modern interior with a staircase, a trash bin, and a dining area.

6. Beach Apartment in Woodmont Milford

Milford

Garry G.

$361 nightly

Oct 27 - Oct 28

Total with taxes and fees

A spacious living area with a wooden floor, a sofa, a coffee table, and a TV mounted on the wall.

7. Modern Loft near Yale and Wooster Square + Parking

Downtown New Haven

mary dawn h.

$235 nightly

Oct 26 - Oct 27

Total with taxes and fees

A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

8. Prime Yale Studio Steps to Sallys Apizza

Downtown New Haven

Milton W.

$183 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

9. DUNE Fairfield Beach

Fairfield Beach

slava

$235 nightly

Oct 29 - Oct 30

Total with taxes and fees

A house with a front porch, a garage, and a well-maintained lawn.

10. Angelica’s safe haven @ west haven

West Haven

Jason V.

$313 nightly

Oct 26 - Oct 27

Total with taxes and fees

A swimming pool at night with blue lighting.

11. Business or Weekend escape

Stratford

Kimberly

$135 nightly

Oct 25 - Oct 26

Total with taxes and fees

A row of brownstone buildings with a central staircase leading to the second floor.

12. Bright Downtown Studio near Yale & East Rock!

Downtown New Haven

Dongjian

$215 nightly

Oct 25 - Oct 26

Total with taxes and fees

A neatly made bed with a checkered blanket, white pillows, and a framed picture on the wall.

13. Yale Casa Verde Studio

Dwight

Luke

$165 nightly

Nov 2 - Nov 3

Total with taxes and fees

A conference room with a long wooden table, black chairs, a blue runner, a jar of candies, a small box, and a framed artwork on the wall.

14. Stocked home close to Yale, in Heart of New Haven

Mill River

Lawrence

$225 nightly

Oct 25 - Oct 26

Total with taxes and fees

A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

15. Spacious Bohemian Nook

West New Haven

Erin S.

$248 nightly

Oct 25 - Oct 26

Total with taxes and fees

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

16. Cozy Home near private beach , close to New Haven area colleges Hospitals

Branford

Vincent

$263 nightly

Nov 4 - Nov 5

Total with taxes and fees

A living room with a flat-screen TV mounted on the wall, a yellow armchair, a patterned rug, and various decorative items on shelves and side tables.

17. The Sicilian

West New Haven

Michele B.

$212 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

18. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

Downtown New Haven

"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"

George Z.

$291 nightly

Oct 26 - Oct 27

Total with taxes and fees

A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

19. Cozy East Haven Home • Near Beach & Yale

Momauguin

Sarah S.

$186 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

20. Stylish Westville Apartment near Yale Campus

West New Haven

Alex C.

$218 nightly

Oct 26 - Oct 27

Total with taxes and fees

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Top Woodmont Hotel Reviews

Hyatt Place Milford / New Haven

10/10 Excellent

"Great"

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"Staff were nice, check in, and check out was very easy. Shower could be updated but not bad. TV was the worse, did not work well/only very few channels that came in. Good hotel for if you just want a place to rest your head and get some sleep. (Be careful if you are a light sleeper because certain rooms are behind the elevators and tend to be noisy even with bathroom separating it.) I personally enjoyed the room next/behind the elevators :) parking was pretty packed but not completely full (we stayed on a week day)."

Hamden Hotel and Suites – Hamden New Haven

8/10 Good

"I only booked one night as I was traveling through from PA to NH. They telephone didn't work in my room, but I really didn't need it. The staff does not greet you when you walk in the door or up to the desk. Everything in my room was good and clean except for the chair and stool, it need to be shampooed. Breakfast was really good. It was a hot breakfast and you can make your own waffle."

Find out more about Woodmont

Everything you need to know about Woodmont vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodmont vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodmont vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodmont vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodmont. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Woodmont in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Woodmont rentals

At Expedia, we put the best Woodmont vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Woodmont rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodmont vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodmont. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Woodmont?

Yes, you can find vacation rentals near top local attractions in Woodmont, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Woodmont?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: Visitors like this Woodmont vacation home rental. It is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Woodmont?

Choose from 3 Expedia vacation rentals in Woodmont for a memorable vacation.

What’s there to see and do in Woodmont?

While exploring the area, visit family-friendly sights like Peabody Museum of Natural History, or get outside and enjoy nature at Seabluff Beach. In the larger area, you’ll find Westfield Connecticut Post Mall and Sandy Point Beach.

What’s a vacation rental in Woodmont like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Woodmont. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for small groups.

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Check prices for these dates

Our top choices for Woodmont vacation rentals

1. Sunny 1 Full Bed ADA|Free parking

2. Loft •Pool • Gym • Free Parking • Near Yale

3. Spacious 2 Bedroom apartment close to Yale Bowl

4. Yale Deluxe Modern Apartment

5. One bedroom in United States of America, New Haven

6. Beach Apartment in Woodmont Milford

7. Modern Loft near Yale and Wooster Square + Parking

8. Prime Yale Studio Steps to Sallys Apizza

9. DUNE Fairfield Beach

10. Angelica’s safe haven @ west haven

11. Business or Weekend escape

12. Bright Downtown Studio near Yale & East Rock!

13. Yale Casa Verde Studio

14. Stocked home close to Yale, in Heart of New Haven

15. Spacious Bohemian Nook

16. Cozy Home near private beach , close to New Haven area colleges Hospitals

17. The Sicilian

18. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

19. Cozy East Haven Home • Near Beach & Yale

20. Stylish Westville Apartment near Yale Campus

Find vacation rentals that suit your style

Top Woodmont Hotel Reviews

Hyatt Place Milford / New Haven

Omni New Haven Hotel at Yale

Best Western Executive Hotel Of New Haven - West Haven

New Haven Hotel

Hamden Hotel and Suites – Hamden New Haven

The Circle Hotel Fairfield

Trumbull Marriott Shelton

Hotel Marcel New Haven, Tapestry Collection By Hilton

Clarion Inn North Haven - New Haven North

Find out more about Woodmont

Frequently asked questions

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