Family-friendly holiday rentals in Milton

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Top-rated family-friendly rentals in Milton

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Guest favourite

Guest suite in Strafford

4.87 out of 5 average rating, 262 reviews

The West Wing: A perfect romantic getaway

The perfect romantic get away / launch pad for local events. 2 private rooms, main bedroom, sitting room / bedroom, with full size sofa bed. Plus full bathroom, dual vanity & kitchenette. Enjoy a private deck, entry doors and parking steps away. Beautiful foliage in season, nearby lakes, state parks, snow shoeing, x country & down hill skiing. 15 minutes to UNH & 25 minutes to the seacoast. Located on a "scenic" road. Wonderful for long walks while you take in the beauty of New Hampshire.

28 Oct – 4 Nov

$176 NZD per night

Guest favourite

Cabin in Bradford

4.98 out of 5 average rating, 333 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

4–11 Nov

$284 NZD per night

Guest favourite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

7–14 Apr

$229 NZD per night

Guest favourite

Loft in Barrington

4.96 out of 5 average rating, 490 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.

9–16 Jul

$190 NZD per night

Guest favourite

Guest suite in Cape Neddick

4.97 out of 5 average rating, 288 reviews

Peaceful Coastal Retreat

Tucked away in the woods along a stretch of rocky coastline, this hidden retreat is the perfect place to truly get away. Located midway between Ogunquit and York, guests can enjoy all the amenities of the towns, yet return to the quiet and peaceful seclusion of the Peaceful Coastal Retreat. Listen to the wind blow and the birds chirp as you gaze into the surrounding forrest or the star speckled sky; there is no place more perfect to relax and experience the magnificent Maine coastline.

18–25 Sep

$316 NZD per night

Guest favourite

Home in Farmington

4.97 out of 5 average rating, 124 reviews

Fantastic 4-Season Cabin @ Baxter Lake - Sleeps 8

Surrounded by the serene embrace of towering trees, Cape Guinevere at Baxter Lake is your home for a tranquil escape. Here, nature's beauty unfurls in all its glory, offering a breathtaking backdrop to your retreat. Whether you're seeking a peaceful getaway or a nature lover's paradise, your senses will awaken to the harmonious symphony of the great outdoors. Immerse yourself in the beauty that surrounds you. Cape Guinevere at Baxter Lake invites you to enjoy the wonder of nature!

4–11 Nov

$646 NZD per night

Guest favourite

Apartment in Dover

4.99 out of 5 average rating, 279 reviews

Cozy Loft in the Woods

Our home is tucked away off of Washington Street and feels secluded though we are walking distance to downtown Dover. Our home was built as a warehouse 100 years ago and was converted to a residence in 2009. The apartment has a separate entrance from the rest of the house and has a private deck. The space is light and airy, both rustic and contemporary, with old floors and exposed rafters. We are a short walk to restaurants and bars, and the train to Boston or Portland, Maine.

7–14 Dec

$266 NZD per night

Guest favourite

Cabin in Rochester

4.94 out of 5 average rating, 216 reviews

awesome private cabin

old world craftsmanship and charm with immaculate landscaping. completely redone with every amenity possible. incredible 50' diameter stone courtyard with huge fireplace, satellite bar, swinging chairs,private deck with custom grill. 2 person hot tub set under a stunning mature cluster of white paper birches and wrapped in Christmas lights for an amazing nitetime experience. this is a true post and beam cabin. when you see the palm trees you have arrived. read the reviews!

15–22 Feb

$419 NZD per night

Guest favourite

Guest suite in Lee

4.98 out of 5 average rating, 128 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.

9–16 Sep

$246 NZD per night

Guest favourite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

7–14 May

$222 NZD per night

Guest favourite

Home in Hollis

4.98 out of 5 average rating, 360 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

22–29 Oct

$331 NZD per night

Guest favourite

Cottage in Wakefield

4.93 out of 5 average rating, 144 reviews

Lake View Cottage / Fenced in Yard

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

3–10 Nov

$468 NZD per night