Holiday houses in Chester

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Top-rated holiday rentals in Chester

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Guest favourite

Home in Derry

4.91 out of 5 average rating, 386 reviews

Little Lake House, the Bungalow

Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

17–24 Nov

$646 NZD per night

Guest favourite

Guest suite in Windham

4.99 out of 5 average rating, 243 reviews

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

2–9 Mar

$263 NZD per night

Guest favourite

Barn in Exeter

4.9 out of 5 average rating, 410 reviews

The Word Barn, Exeter, NH

Charming open studio apartment in Exeter. Hardwood floors, barn beams, butcher block counter, full galley kitchen, private bath and vaulted ceiling - as part of the renovated original Raynes Farm Barn. This apartment is clean, private and isolated, with self check-in and plenty of outside space to enjoy. Located five minutes from downtown Exeter (w/plenty of take-out/delivery options) in an idyllic country setting, neighboring 100+ acre conservation land and a large network of wooded trails.

5–12 Apr

$287 NZD per night

Guest favourite

Guest suite in Derry

4.92 out of 5 average rating, 142 reviews

Derry home with year round amenites

Private basement apartment with ensuite bathroom, living area with television and kitchenette. Space for up to 4 guests, with a large king size bed and a queen sofa bed. The sofa bed is better for children than 2 full size adults. We do not take same day bookings. We do not allow pets. Our pool is available for our guests to use as well. It is not heated, so best during June, July and August months! This is a no smoking property As the space is a basement we do live in the house above.

26 Oct – 2 Nov

$183 NZD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 491 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

17–24 Oct

$183 NZD per night

Guest favourite

Loft in Derry

4.99 out of 5 average rating, 543 reviews

Comfort and Convenience in a Private Studio

*Please note that we are located on a main road * Welcome! No matter what brings you to Derry, we guarantee your comfort and convenience. Our 400 square foot studio boasts privacy, style, and value. The apartment is simple, modern, and warm. Coffee, tea, and treats are provided; we want you to feel like you are home away from home. Curl up for your favorite show with Hulu Live and enjoy your morning coffee out on the balcony. The space accommodates 2 comfortably (with room for up to 4).

8–15 Jan

$178 NZD per night

Guest favourite

Guest suite in Merrimack

4.99 out of 5 average rating, 150 reviews

Guest suite with king bed and private entrance

Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

9–16 Jun

$174 NZD per night

Superhost

Guesthouse in Manchester

4.87 out of 5 average rating, 223 reviews

Spruce Studio (5 Minutes from Downtown & Elm St.)

Centrally located to many destinations, we hope this studio provides a cozy retreat from the hustle of the day; be it work, travel, adventuring, or taking in the sites of Manchester. With a full, bathroom, kitchenette, and a queen-size bed this space offers lots for the solo traveler, couple, or small family. We provide a smart TV for relaxing and a desk for more serious matters. We hope your stay in Manchester exceeds your imagination and that Spruce Studio surpasses all expectations.

19–26 Jul

$180 NZD per night

Guest favourite

Apartment in Newmarket

4.96 out of 5 average rating, 199 reviews

Spacious private Studio & Experienced SuperHosts!

Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols, often closing between guests. Distance check-in. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

4–11 Aug

$168 NZD per night

Guest favourite

Guest suite in Lee

4.98 out of 5 average rating, 129 reviews

Farm setting. In-house suite with own entrance.

This lovely 3-room suite in our home has a private entrance. Rooms include bedroom, private bathroom, and sitting room/art studio with a sofa bed. 10 minutes from University of New Hampshire, and 30 minutes from Portsmouth. Small refrigerator, coffee maker and electric kettle. Nearby hiking, pickle-ball, tennis. In winter, 1 hour to downhill ski, cross country nearby. This property is a working farm and greenhouse business, with CSA vegetable gardens. All are welcome.

25 Sep – 2 Oct

$249 NZD per night

Guest favourite

Guest suite in Hollis

4.98 out of 5 average rating, 115 reviews

Pine Estate - Private suite

Welcome to our spacious guesthouse located - 2 miles from Nashua - 5 minutes drive to the highway - 40 minutes to Boston and minutes from Hollis. Hollis is an active farming community offering beautiful orchards, nature paths, art studios and a winery. Beautiful private yard with a large patio where you can relax and enjoy nature at its best. Our place is ideal for a weekend get-away or business travelers. Please note there will be no exception to the no pets policy.

1–8 Nov

$218 NZD per night

Guest favourite

Apartment in Derry

4.95 out of 5 average rating, 194 reviews

Victorian Charm.

Welcome travelers to your home away from home, in this stylish 1000sqft Victorian getaway! We offer charm, character & convenience. Enjoy your morning coffee in the turret, all the wonder of being outside (5 window view), yet all comforts of the warmth within. We are 40 minutes from Boston & 1.5 hours south of the White Mountains. We are 1.9 miles from 93N/S ramp. Free Private, onsite parking & Private entrance. We look forward to hosting you in beautiful NH!

5–12 Apr

$239 NZD per night