Holiday rentals in West Haven

4.97 out of 5 average rating, 576 reviews

Flat in Milford

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

5 out of 5 average rating, 219 reviews

Flat in Dwight

Bright 1 BR Apt Steps From Yale

Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Superhost

Flat in West Haven

4.92 out of 5 average rating, 202 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

1 mile to beaches! In close proximity to UNH, Yale College, Quinnipiac and Southern. Apt is located on the University New Haven Shuttle Line. All amenities to include linens and extra touches. Both bedrooms have 2 twin xl beds which can be combined into Kings, 43" Large screen tv, wifi, central air. Centrally located in downtown West Haven in close proximity to train station, beaches, The VA, Yale, Southern, Quinnipiac and University of New Haven Colleges. All amenities in walking distance.

4.97 out of 5 average rating, 304 reviews

Bungalow in Woodmont

SpringSale!Beach Bungalow|WalktoBeach|Pet-friendly

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

4.98 out of 5 average rating, 104 reviews

Flat in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

4.95 out of 5 average rating, 372 reviews

Flat in New Haven

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

4.94 out of 5 average rating, 143 reviews

Loft in Milford

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

4.98 out of 5 average rating, 174 reviews

Home in East Shore

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Spectacular unobstructed Long Island Sound views to enjoy year-round out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes from wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

4.95 out of 5 average rating, 44 reviews

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a leisurely stroll along the sandy beach-right outside your door. Enjoy spectacular sunrises and sunsets over the water, listen to the soothing sound of waves crashing, or bike along the scenic shoreline. Whether you're here for a weekend escape or an extended stay, this charming beach home provides the perfect setting for relaxation, adventure, and everything in between.

4.93 out of 5 average rating, 228 reviews

Guest suite in Dwight

Rustic Two-Story Townhouse Apartment

Rustic two-story Townhouse Apartment connected to Historic New England home located in downtown New Haven. Although the unit is connected to the main house it has its own entrance, kitchen, living room, bedroom and bathroom. It is connected to the main house through a staircase to the basement and a French door. Please note: We have a family cat named Jazz who likes to roam the whole house.

Guest suite in East Shore

4.95 out of 5 average rating, 111 reviews

Renovated Studio 1Bd/ 1BA/ kitchen All Private

Take it easy at this unique and tranquil home. You will be within 5 Miles ( 10 minutes drive) closed to Lighthouse Beach park, New Haven Tweed Airport, Downtown New Haven, Yale University, New Haven Yale Hospital and East Shore park. Easy access to 1-95. Located in a quiet neighborhood. Perfect location for Yale students, travel nurses, or for visiting family.

4.91 out of 5 average rating, 519 reviews

Flat in West Haven

entire, private apartment close to the beach

Come and experience West Haven and the Long Island Sound in this nice and cozy apartment close to the beach. Our apartment is complete with a full-size kitchen, bathroom, cable TV, fresh linens, towels, air conditioning, wide driveway, and free WiFi. This apartment is ideal for single travelers, couples, and can accommodate up to three people (adults only).

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Popular amenities for West Haven holiday rentals

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Other great holiday rentals in West Haven

4.97 out of 5 average rating, 29 reviews

Flat in East Rock

Cozy East Rock apartment

JanetRating, 5 stars2 weeks ago

Immaculate space. Comfy couch and bed. Soft linens. Easy check in. Nice, historic neighborhood. Highly recommend!

Superhost

4.87 out of 5 average rating, 69 reviews

McAngel Haven: 5 mins from Yale

RebaRating, 5 stars4 days ago

We enjoyed our stay at this spacious and clean house. Our family had a remarkable stay. Angela was great!

5 out of 5 average rating, 14 reviews

1 Bdrm Apt in West Haven

KamauRating, 5 stars2 weeks ago

Great stay at Donna's place. Neat, clean, convenient. You can feel the care and thoughtfulness Donna puts into her place. Helps you feel right at home. She provides all the little extras, just in case you've forgotten something, toothbrush and paste, pain relievers, etc., etc., etc.. I contacted her late for a same evening reservation, she responded quickly with all the details I needed to park in a private space, enter and quickly get comfortable. She was great and on top of all that, a little gift bag delivered just before I left. She's my new go to lodging option in the West Haven / New Haven area. You'll fee and appreciate l the care and attention to detail at her place.

5 out of 5 average rating, 96 reviews

Home in Milford

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago

We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!

Campervan/Motorhome in West Haven

4.84 out of 5 average rating, 19 reviews

Romantic Getaway in Camper Nature and Charm

CandiceRating, 5 stars5 days ago

⭐️⭐️⭐️⭐️⭐️ 5-Star Stay! Our stay was absolutely wonderful! The space was clean, cozy, and exactly as described—if not better. The hosts were welcoming, thoughtful, and quick to respond to any questions. We felt right at home and appreciated all the little touches that made the experience extra special. The location was perfect, peaceful yet convenient, and we had everything we needed for a relaxing getaway. Highly recommend this place to anyone looking for a top-notch stay. We’ll definitely be back!

4.81 out of 5 average rating, 189 reviews

Beautiful Modern house By the Bay w out door Spa

JuniorRating, 5 stars1 week ago

Thank you again for allowing us to stay at your place for two nights — it was an excellent stay! The location was perfect — we were just a short distance from downtown New Haven and within a long walking distance to Bones & Oyster (we ubered), which ended up being such a great spot that we went twice. The space was comfortable and well-kept, and we really appreciated how nice the area was. One small suggestion for future guests: it might be helpful to mention that firewood and propane aren’t provided — we would recommend picking some up beforehand if planning to use the firepit or grill. Thanks again for a great stay!

4.92 out of 5 average rating, 73 reviews

Flat in Dwight

Steps from Yale/Broadway | Skyline Rooftop Views

MarkRating, 5 stars2 weeks ago

This is the 2nd time I’ve stayed at Graham’s Airbnb and I’ve never been disappointed. In fact, after spending time in other area Airbnbs I only stay here now. Aside from being a great space it’s absolutely perfectly located for super quick access to Yale and the Chapel Street area. Can’t wait until my next visit! Thank you Graham!