Holiday rentals in Derby

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Top-rated holiday rentals in Derby

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Guest favourite

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

23–30 Jun

₹8,100 per night

Guest favourite

Flat 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!

25 Sep – 2 Oct

₹16,778 per night

Guest favourite

Guest house 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).

22–29 Sep

₹12,933 per night

Guest favourite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

2–9 Aug

₹6,002 per night

Guest favourite

Flat 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.

11–18 Sep

₹13,574 per night

Guest favourite

Guest suite in Wallingford

5.0 out of 5 average rating, 496 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.

17–24 Feb

₹7,290 per night

Guest favourite

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!

2–9 May

₹12,290 per night

Guest favourite

Flat in Brookfield

4.94 out of 5 average rating, 183 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.

26 Sep – 3 Oct

₹10,032 per night

Guest favourite

Guest suite in Hamden

4.96 out of 5 average rating, 712 reviews

Large Private Studio + Entrance + Bath

Large beautiful secluded studio with a private entry and private bath. Includes comfy queen size bed, futon sofa bed, free wifi, large TV with tons of movies, eat-in table, microwave, mini-fridge, Keurig, closet w/ iron, and your own dedicated room temperature controls. Located in a beautiful, safe, and quiet neighborhood, the studio is attached to a split level house and located in the back on the lower level. It overlooks beautiful woodlands.

16–23 Jun

₹14,149 per night

Guest favourite

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.

12–19 Aug

₹5,173 per night

Guest favourite

Guest house in New Haven

4.94 out of 5 average rating, 238 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.

24 Sep – 1 Oct

₹15,338 per night

Guest favourite

Flat in West Haven

4.9 out of 5 average rating, 419 reviews

! ! ! entire 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, laundry room, fresh linens, towels, air conditioning, wide driveway, and free WiFi. We will provide some FREE complimentary snacks. This apartment is ideal for single travelers, couples, and can accommodate up to three people (adults only).

8–15 Dec

₹9,388 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Derby holiday 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 holiday rentals in Derby

Guest favourite

Home in Shelton

4.88 out of 5 average rating, 40 reviews

Mid-Century Modern House - Ciela Haus

11–18 Feb

₹30,016 per night

Guest favourite

Home in Southbury

5.0 out of 5 average rating, 54 reviews

The Cottage at Cedar Spring Farm

12–19 Aug

₹13,426 per night

Guest favourite

Loft in Milford

4.94 out of 5 average rating, 94 reviews

Lovely water front lower-level loft, free parking

28 Feb – 7 Mar

₹10,441 per night

Superhost

Flat in West Haven

4.85 out of 5 average rating, 27 reviews

Beautiful New Studio Close to Yale!

7–14 Jan

₹8,360 per night

Guest favourite

Guest house in Newtown

4.78 out of 5 average rating, 18 reviews

Cozy Stay in Newtown - discounts for long term

2–9 Dec

₹9,412 per night

Guest favourite

Guest house in Milford

5.0 out of 5 average rating, 31 reviews

The studio downtown

18–25 Jan

₹10,965 per night

Guest favourite

Flat in Hamden

4.86 out of 5 average rating, 14 reviews

Welcoming & Clean Condo near Hamden Shopping

16–23 Nov

₹9,707 per night

Guest favourite

Cottage in Bethel

5.0 out of 5 average rating, 57 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

16–23 Apr

₹11,654 per night

Show all

Quick stats about holiday 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	1.5T reviews
Nightly prices starting at	₹2,505 before taxes and fees

Holiday rentals in Derby

Top-rated holiday rentals in Derby

Tiny home in Ansonia

Flat in Milford

Guest house in Southbury

Guest suite in Watertown

Flat in Milford

Guest suite in Wallingford

Cottage in Easton

Flat in Brookfield

Guest suite in Hamden

Guest suite in Shelton

Guest house in New Haven

Flat in West Haven

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Derby holiday rentals

Stay near Derby's top sights

Other great holiday rentals in Derby

Home in Shelton

Home in Southbury

Loft in Milford

Flat in West Haven

Guest house in Newtown

Guest house in Milford

Flat in Hamden

Cottage in Bethel

Quick stats about holiday rentals in Derby

Total rentals

Wifi availability

Rentals with dedicated workspaces

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore