Vacation rentals in New Haven County

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Top-rated vacation rentals in New Haven County

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Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 114 reviews

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.

Dec 29 – Jan 5

G$27,166 GYD per night

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 509 reviews

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!

Sep 26 – Oct 3

G$41,877 GYD per night

Guest favorite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

Mar 22 – 29

G$32,348 GYD per night

Guest favorite

Guest suite in Wallingford

5.0 out of 5 average rating, 499 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

Aug 12 – 19

G$18,196 GYD per night

Guest favorite

Home in New Haven

4.99 out of 5 average rating, 187 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the city’s many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

Sep 18 – 25

G$37,715 GYD per night

Guest favorite

Apartment in New Haven

4.96 out of 5 average rating, 278 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the vibrant core of New Haven's historic downtown, our stunning luxury apartment promises an unmatched experience in urban living. Immerse yourself in a world where modern comforts meet timeless charm. Highlights: - Steps away from Yale - Rigorous deep-cleaning for each guest - Complimentary coffee, fresh linens, and essentials - State-of-the-art 24/7 fitness center - Expansive rooftop terrace featuring grills and relaxation areas - Spacious 700+ sqft bathed in natural light

Jan 2 – 9

G$40,461 GYD per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 3 – 10

G$26,109 GYD per night

Guest favorite

Apartment in New Haven

4.89 out of 5 average rating, 466 reviews

Fair Haven Heights Entire 1 Bedroom Apartment

Renovated and private one bedroom apartment with modern amenities within a traditional setting with amazing water views, feel like home in our cozy and nice apt with full new Kitchen ,bedroom, living room, bathroom. You can get downtown and Yale in 10 minutes by car, or 15 minutes by bus using line D that goes direct to Downtown. Convenience store, Pizza place and Wine store in the corner (five minutes walk from home), also walk to the Marina and Anastasios Boat Cafe.

Oct 11 – 18

G$23,842 GYD per night

Guest favorite

Guesthouse in New Haven

4.94 out of 5 average rating, 239 reviews

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

Oct 1 – 8

G$33,206 GYD per night

Guest favorite

Apartment in New Haven

4.93 out of 5 average rating, 192 reviews

Perfect for Yale and New Haven Visits

We purchased the house containing this apartment in 2017, and have been steadily updating and modernizing the space. Beautiful, recently refreshed apartment in a circa 1895 Victorian home. Hardwood floors throughout, and newly redone kitchen and bathroom. Ideally located in a historic neighborhood, with easy access to Yale University and athletic fields, Westville Music Bowl, Hopkins school, and Downtown New Haven.

Dec 13 – 20

G$33,374 GYD per night

Guest favorite

Guest suite in New Haven

4.9 out of 5 average rating, 124 reviews

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.

Oct 25 – Nov 1

G$24,503 GYD per night

Guest favorite

Home in Cheshire

5.0 out of 5 average rating, 117 reviews

Pool House

The Pool House is a one bedroom that is fully furnished with all the amenities you would need. There is a queen size bed and a sofa in the living room that pulls out to a full size bed. Fully equipped kitchen, dinning room and living room area. Washer and dryer. Heated pool with large patio and deck. Outdoor refrigerator and gas grill.

Sep 21 – 28

G$30,096 GYD per night