Holiday rentals in New Haven

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Top-rated holiday rentals in New Haven

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living space features a light-colored sofa with yellow accents, positioned beside a small round table. A striped area rug adds texture to the hardwood floor. Bright natural light enters through nearby windows, illuminating the space and connecting to the kitchen and bathroom beyond.
Flat in Dwight
4.98 out of 5 average rating, 253 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.

Guest favourite
A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.
Flat in New Haven
4.95 out of 5 average rating, 402 reviews

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

Top guest favourite
A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.
Flat in Westville
4.98 out of 5 average rating, 120 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

Top guest favourite
A retro-style dining area features red and white booths surrounding a metallic table. A vibrant patterned rug lies beneath, and a jukebox stands in the corner, adding a nostalgic element to the space. Large windows are adorned with checkered curtains.
Flat in East Rock
4.99 out of 5 average rating, 144 reviews

Your CT Pizza Palace awaits! - Full Apartment

Oohh fuggedaboutit 🤌 So ya coming to New Haven to have some Apizza?! Or maybe ya just coming here to see ya cousin Lori? This is the place to stay, capeesh? We’ve recreated the New Haven Apizza experience with our super cozy and unique space! This listing is for private access to the entire apartment. Enjoy an incredibly custom and eclectic space in the heart of the New Haven Apizza scene! Only minutes away from the best Apizza in the world! Welcome Paisanos!

Superhost
A hallway is depicted, featuring a mix of decorative art and plants atop a side table. A large clock is mounted on the wall, and a staircase with a dark handrail leads upward. Natural light enters from a door at the end of the hall.
Flat in New Haven
4.82 out of 5 average rating, 71 reviews

A Special Place

Forget your worries in this spacious and serene space. A place where you can work or rest in a Peaceful atmosphere. Perfect Location- Steps away from the center of New Haven, Yale University, Museums, Hiking, Bike Trail to Boston etc. Vibrant with lots of restaurants, style and culture within walking distance. Queen size bed that sleeps two, private working Kitchen, Large bathroom with hot and cold water, heating for those cold nights, and Wi-Fi.

Top guest favourite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Flat in Prospect Hill
5 out of 5 average rating, 163 reviews

The Winchester House at Science Park-Yale

Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Superhost
Home in Stratford
5 out of 5 average rating, 4 reviews

Bright, Stylish & Cozy Suite

Welcome to your calm and peaceful retreat — a bright, stylish, and cozy suite designed for comfort and relaxation. Enjoy a sunny bedroom filled with natural light and beautiful views that make every morning special. This private space offers a quiet escape from the city buzz, blending modern style with a warm, homey feel. Perfect for those who appreciate calm surroundings, soft sunlight, and a touch of elegance in every corner.

Guest favourite
A cozy living area features mid-century modern furniture, including an orange armchair and a sleek glass coffee table. A gallery wall displays various artworks, complemented by natural light from two windows. A small dining area with a round table and four chairs contributes to the inviting layout.
Guest house in Westville
4.92 out of 5 average rating, 331 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.

Guest favourite
A cozy sleeping area features a wooden bed frame adorned with decorative pillows, flanked by two bedside tables. A light blue throw is draped over the bed. A comfortable seating area includes a round table and armchair, complemented by a soft rug covering the floor.
Flat in Edgewood
4.94 out of 5 average rating, 323 reviews

Urban Getaway

Beautiful and private Airbnb apartment located in New Haven. Peaceful, bright, immaculate and thoughtfully appointed is the best way to describe the Urban Sanctuary. You will fall in love with our cozy and charming garden apartment, nestled in a historic 3 family home in Westville. You will find good restaurants and coffee shops around, it's just the best place for you to stay. We provide a variety of amenities.

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 623 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private 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.

Guest favourite
A bright bedroom features a spacious bed with a wooden headboard, adorned with decorative pillows. Large windows allow natural light to fill the room, highlighting the warm wood flooring. A cozy chair and a small table are included, along with a wooden dresser and ambient lighting.
Guest suite in Dwight
4.92 out of 5 average rating, 255 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.

Top guest favourite
The exterior of the midcentury home is presented among lush greenery, featuring a brown wooden facade and small windows. Vibrant flowering plants in shades of pink and green surround the area, providing a natural frame against the serene backdrop of trees and the nearby lake.
Guest suite in West Haven
4.91 out of 5 average rating, 144 reviews

Midcentury Lakeside Guest Suite

Private guest suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.

Popular amenities for New Haven holiday rentals

When is the best time to visit New Haven?

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Avg. price$125 SGD$129 SGD$125 SGD$129 SGD$152 SGD$143 SGD$144 SGD$143 SGD$137 SGD$148 SGD$139 SGD$135 SGD
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Frequently Asked Questions

  • Where should I stay in New Haven?

    Make yourself at home in New Haven by choosing from our most frequently booked neighborhoods. We have over 1,110 vacation rentals in East Rock, over 930 vacation rentals in Wooster Square, and over 1,030 vacation rentals in West New Haven.

  • Are there vacation rentals with a dedicated workspace in New Haven?

    Yes! Work meets play with ease at over 690 vacation rentals in New Haven featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in New Haven?

    Four-legged friends are welcome in New Haven. Choose from more than 300 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in New Haven?

    Experience the best of New Haven with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there New Haven vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in New Haven, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in New Haven have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in New Haven. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in New Haven?

    New Haven has more than 180 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in New Haven have a bbq area?

    Absolutely! We offer over 20 apartment rentals with a bbq area in New Haven. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in New Haven have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in New Haven. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in New Haven have air conditioning?

    Absolutely! We offer over 490 apartment rentals with air conditioning in New Haven. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in New Haven

  • Total holiday rentals

    Explore 1,150 holiday rentals in New Haven

  • Nightly prices starting at

    New Haven holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 49,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    430 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 300 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    690 properties have a dedicated workspace

  • Wifi availability

    1,110 of New Haven holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across New Haven rentals

  • 4.8 Average rating

    New Haven stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    New Haven’s top spots include Yale University, Yale University Art Gallery and Fairmount Theatre

Destinations to explore