Vacation rentals in Derby

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Top-rated vacation rentals in Derby

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Guest favorite

Tiny home in Ansonia

5.0 out of 5 average rating, 13 reviews

Cozy Tiny Home for Solo Travelers Near Everything

This is a true tiny house (attached, and on a foundation) w/loft that offers all you need to live in cozy comfort. It becomes your sweet, private home away from home as you enjoy its modern and convenient features and its bright, open space. Located in a very walkable city, close to amenities and services, area businesses, hospitals, universities, restaurants, and shopping, it's ideal for solo visitors coming to explore, to visit family, or for local work opportunities. Sorry, too small for pets

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 508 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!

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 266 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Guest favorite

Bungalow in Milford

4.99 out of 5 average rating, 214 reviews

Spring Sale! Beach Bungalow |WalktoBeach |Pet |Pkg

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.

Guest favorite

Apartment in Milford

5.0 out of 5 average rating, 48 reviews

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.

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.

Guest favorite

Home in New Haven

5.0 out of 5 average rating, 169 reviews

Historic New Haven Home

Our family owned New Haven vacation house is a renovated 1920s Tudor. It's located in a quiet, safe, & beautiful neighborhood, close to downtown and Yale. We've carefully preserved historic aspects we love (ie: art deco tile & leaded glass windows), and combined it with central a/c, USB ports, new appliances, gas fireplace, high speed wifi & more. You’re also welcome to use the small screened in porch, patio with chairs, and the yard. The entire house and driveway is yours when you rent.

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!

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Guest favorite

Guest suite in Shelton

4.81 out of 5 average rating, 264 reviews

Super cozy 1 BR apt. own entrance, great loc.

Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.

Superhost

Apartment in Derby

4.89 out of 5 average rating, 54 reviews

Spacious Renovated 3 bedroom near GriffinHospital

This stylish place to stay is perfect for traveling nurses or group of up to 4 in a lovely, newly renovated, 3 bedroom apartment on the first floor. Temper-Pedic mattresses in two of the bedrooms. Hardwood floor throughout. Open layout in living room and kitchen. Living room has a 75” smart 4K TV. Beautiful bathroom with a standup shower. 5 minute walk to griffin hospital. You will not regret staying here. :)

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Derby vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Derby's top sights

Griffin Hospital9 locals recommend

ShopRite of Derby6 locals recommend

THC The Hops Company7 locals recommend

River Rock Tavern7 locals recommend

BAD SONS Beer Company9 locals recommend

Target17 locals recommend

Other great vacation rentals in Derby

Guest favorite

Home in Southbury

5.0 out of 5 average rating, 55 reviews

The Cottage at Cedar Spring Farm

Guest favorite

Loft in Milford

4.94 out of 5 average rating, 95 reviews

Lovely water front lower-level loft, free parking

Guest favorite

Guesthouse in Newtown

4.79 out of 5 average rating, 19 reviews

Cozy Stay in Newtown - discounts for long term

Guest favorite

Guesthouse in Milford

5.0 out of 5 average rating, 32 reviews

The studio downtown

Guest favorite

Home in Shelton

4.88 out of 5 average rating, 40 reviews

Mid-Century Modern House - Ciela Haus

Guest favorite

Apartment in Hamden

4.87 out of 5 average rating, 15 reviews

Welcoming & Clean Condo near Hamden Shopping

Guest favorite

Guest suite in Milford

5.0 out of 5 average rating, 14 reviews

Modern Studio & Gamers Paradise Near Downtown

Guest favorite

Guest suite in Northford

5.0 out of 5 average rating, 12 reviews

Private Bright Studio Retreat with kitchen

Show all

Quick stats about vacation rentals in Derby

Total rentals
30 properties
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$30 before taxes and fees

Frequently Asked Questions

Do house rentals in Derby have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Derby. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Derby?
Yes! Work meets play with ease at over 10 vacation rentals in Derby featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Derby have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Derby. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Derby?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Derby have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Derby. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Derby?
Derby has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Derby have wifi?
Absolutely! We offer over 10 house rentals with wifi in Derby. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Derby?
Experience the best of Derby with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Derby

Top-rated vacation rentals in Derby

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Derby vacation rentals

Stay near Derby's top sights

Other great vacation rentals in Derby

Home in Southbury

Loft in Milford

Guesthouse in Newtown

Guesthouse in Milford

Home in Shelton

Apartment in Hamden

Guest suite in Milford

Guest suite in Northford

Quick stats about vacation rentals in Derby

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Derby have a kitchen?

Are there vacation rentals with a dedicated workspace in Derby?

Do house rentals in Derby have air conditioning?

What are the most popular amenities for House Rentals in Derby?

Do apartment rentals in Derby have free parking?

Are there family-friendly vacation rentals in Derby?

Do house rentals in Derby have wifi?

How much does it cost to stay in apartment rentals in Derby?

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