Holiday rentals in Ashland

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Top-rated holiday rentals in Ashland

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Guest favourite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

1BR—Bright & Cozy 2-Level Home — 25 Min to Boston

750sqft One-Bedroom, 2-Level Apartment @ our 3-Rental Property 1st Floor: —Fully Stocked Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed & Dining Table 2nd Floor: —Bedroom - Queen Memory Foam Bed + Full Length Mirror —Bathroom - Shower/Tub —Desk & Chair + Wardrobe Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Cleaned & Sanitized/COVID Conscious Host

1–8 May

€ 172 per night

Guest favourite

Flat in Framingham

4.92 out of 5 average rating, 259 reviews

Spacious 2 Br with All The Comforts Of Home

This a quaint apartment . Not your typical hotel room. In a country setting but 5-10 minutes from great shopping, restaurants, parks, colleges and major highways. Boston is 22.5 miles away. Fenway Park is 20 miles. Worcester is 17 miles. Private location overlooking conservation land. Walk to great hiking and biking trails but car needed for other activities. Full kitchen, laundry room and living room in addition to 2 br and bath. It has the comfort of a home away from home. Please NO PETS.

14–21 Dec

€ 187 per night

Guest favourite

Guest house in Uxbridge

5.0 out of 5 average rating, 122 reviews

Zen Inspired Private Suite with 2-mile Trail Loop

Zig-Zag Trails unique offering is a harmonious blend of modern comfort and the timeless allure of rural living. A newly built 1000 sq ft guest suite situated on over 65 acres of private meadows and forests with zig-zagging trails throughout, providing the ultimate getaway to relax and recharge. This property is a haven for nature lovers and homebodies alike. We are conveniently located in the heart of the Blackstone Valley, 1hr from Boston, 35min from Providence, and 25min from Worcester.

29 Aug – 5 Sep

€ 163 per night

Guest favourite

Guest suite in Sherborn

4.97 out of 5 average rating, 239 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

10–17 Jun

€ 203 per night

Guest favourite

Guest suite in Dover

4.98 out of 5 average rating, 181 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stairs climbing required to reach bedroom suite.) I welcome quiet, mature guests. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling, and surprisingly close to downtown Boston. I have owned and loved this home for 33 years and take great joy in its charm and outdoor spaces.

26 Mar – 2 Apr

€ 157 per night

Superhost

Home in Holliston

4.81 out of 5 average rating, 136 reviews

Spacious, cozy and quiet Cabin style house!

Spacious, cabin style house. Perfect for large families or big groups. Exposed wooden beams and ceiling gives it a warm cozy cabin like feel. Big kitchen with lots of counter space. Stretch dining table that’s great for big dinners. 2 open concept loft style living room spaces. 3 bedrooms and 3 baths. Located in the suburbs right next to Pinecrest Golf Club. Great place to get away from the city. This is not a cabin, its a cabin style home. Mass Certificate Number: C0124661360

12–19 Sep

€ 571 per night

Guest favourite

Guest suite in Littleton

4.91 out of 5 average rating, 312 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

3–10 Oct

€ 119 per night

Guest favourite

Flat in Framingham

4.95 out of 5 average rating, 181 reviews

Comfortable apartment in Framingham

Newly renovated basement apartment. Private entrance and living space which includes a kitchen, bedroom, hallway and bathroom. The kitchen has a microwave and refrigerator, but no stove. Very clean and well maintained. Comfortable queen size bed. Driveway space for 1 car and plenty of street parking. Great location. Walking distance to Dunkin' Donuts, Domino's Pizza, and local shops. Less than 2 miles from the Mass Pike. No Pets / No Smoking inside

29 Jun – 6 Jul

€ 109 per night

Guest favourite

Flat in Holliston

4.95 out of 5 average rating, 110 reviews

Lake Link

Beautiful fully stocked 2 BR apartment located in Holliston Historic District. Top of the line swimming pool with waterfall and hottub (May 31-Sep 30). Full kitchen, full bath, washer/dryer, central heat and AC, fireplace, wireless internet, Cable TV with almost all premium channels available, private driveway and entrance. Sorry, but no pets allowed. Note: COVID19- We require all eligible guests to be vaccinated or have 72 hr negative test.

22–29 Nov

€ 165 per night

Guest favourite

Flat in Hudson

4.85 out of 5 average rating, 292 reviews

Private Mother-In-Law apartment on the lake!

Waterfront on the Lake with a private beach and dock. Relax on your deck and Patio with Wonderful Views. This is a mother-in-law private downstairs apartment complete with kitchen and separate entrance. Enjoy the lake with a fire pit and use of paddle boat and kayaks (life jackets provided). Enjoy the wonderful eclectic restaurants in downtown Hudson including a Micro Brewery, Pub, Martini Bar, Micro Creamery and even a SpeakEasy.

21–28 Oct

€ 100 per night

Guest favourite

Flat in Hudson

4.92 out of 5 average rating, 424 reviews

Newly Renovated Apartment Near Downtown Hudson

Newly renovated private attic apartment near downtown Hudson with kitchenette, living room and bedroom/office. A warm, cozy space with plenty of natural light! Just upgraded to a new king sized bed! Free parking on site Walking distance to restaurants, cleaners, antique shops, roller skating, shopping center, gym, breweries, golf course... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

23–30 Jul

€ 155 per night

Guest favourite

Guest suite in Marlborough

4.88 out of 5 average rating, 248 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

24–31 May

€ 82 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Ashland holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Ashland's top sights

Ashland Ale House5 locals recommend

Stone's Public House4 locals recommend

Cushing Memorial Park8 locals recommend

Other great holiday rentals in Ashland

Superhost

Guest suite in Worcester

4.84 out of 5 average rating, 346 reviews

Enjoy your own private and cozy space!

7–14 Aug

€ 87 per night

Guest favourite

Guest suite in Uxbridge

4.99 out of 5 average rating, 134 reviews

The 1780 Suite

20–27 Feb

€ 110 per night

Superhost

Guest suite in Wayland

4.86 out of 5 average rating, 117 reviews

Private and Clean 2 Bedroom Apartment

21–28 Sep

€ 197 per night

Guest favourite

Guest suite in Uxbridge

5.0 out of 5 average rating, 268 reviews

Beautiful, Unique, & Cozy Cedar Flat

19–26 Jun

€ 184 per night

Guest favourite

Guest suite in Franklin

4.88 out of 5 average rating, 145 reviews

Cozy, Cute & Charming In-Law Apt w/Private Access

6–13 Jul

€ 105 per night

Guest favourite

Guest suite in Framingham

4.85 out of 5 average rating, 41 reviews

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

1–8 Jul

€ 104 per night

Guest favourite

Cottage in Southborough

4.96 out of 5 average rating, 26 reviews

Willow Creek Cottage

26 Oct – 2 Nov

€ 149 per night

Superhost

Flat in Framingham

4.88 out of 5 average rating, 32 reviews

Newly Renovated AP & parking

28 May – 4 Jun

€ 144 per night

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Quick stats about holiday rentals in Ashland

Total rentals	10 properties
Local attractions	Mass Firearms, Ashland Ale House and Stone's Public House
Popular amenities	Kitchen, Wifi and Pool
Wifi availability	10 properties include access to wifi
Total number of reviews	500 reviews
Nightly prices starting at	€ 66 before taxes and fees

Holiday rentals in Ashland

Top-rated holiday rentals in Ashland

Home in Framingham

Flat in Framingham

Guest house in Uxbridge

Guest suite in Sherborn

Guest suite in Dover

Home in Holliston

Guest suite in Littleton

Flat in Framingham

Flat in Holliston

Flat in Hudson

Flat in Hudson

Guest suite in Marlborough

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Ashland holiday rentals

Stay near Ashland's top sights

Other great holiday rentals in Ashland

Guest suite in Worcester

Guest suite in Uxbridge

Guest suite in Wayland

Guest suite in Uxbridge

Guest suite in Franklin

Guest suite in Framingham

Cottage in Southborough

Flat in Framingham

Quick stats about holiday rentals in Ashland

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore