Photo by Swetha Srinivasan

Search Holiday Homes in Ashland

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Ashland Holiday Homes

Property grounds
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
10.0 out of 10, Exceptional, (24)
"I was drawn to this home’s photos. Staying here was an enjoyable change from staying at a hotel. When I arrived, Fiona provided a warm welcome, quick tour and introduction to the home’s features. Some highlights were: Norwegian furniture, high end kitchen appliances, large smart TVs, sauna and electric bending beds! The bathroom had its own digital temperature control for a warmer, cozier feeling - particularly when stepping out the shower. The shower was wall-less and had two rain-shower shower...
The price is £429
includes taxes & fees
20 May - 21 May
Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly
High chair, dining tables
Nature’s Haven Boston
10.0 out of 10, Exceptional, (11)
"This is a really lovely apartment, comfortably appointed with many niceties. We stayed here because of its close proximity to Mass General/B&W Faulkner Hospital, where my husband was having major surgery. Hitesh and Priyanka were incredibly kind and patient, especially given my slow responsiveness to messages due to my distractions while caring for my husband at the hospital. The apartment is beautifully decorated and comfortable, with lots of reminders for guests around the building to observe...
Nature’s Haven Boston
Fridge, microwave, stovetop, dishwasher
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
10.0 out of 10, Exceptional, (1)
Home w/ Backyard ~ 2 Mi to Downtown Lexington!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Terrific vacation house only 4.5 miles away from downtown Boston
10.0 out of 10, Exceptional, (20)
"Plenty of room for everyone"
The price is £688
includes taxes & fees
4 Jun - 5 Jun
Terrific vacation house only 4.5 miles away from downtown Boston
Fridge, microwave, oven, stovetop
Spacious, Comfy Colonial, minutes to Boston and highways
10.0 out of 10, Exceptional, (24)
"My sister and my son and I had a great weekend up near Boston at this beautifully furnished colonial home. The host was very friendly and welcoming and the house was updated bright and cheery and beautifully furnished. There was a snack basket and a bottle of sparkling cider waiting for us on arrival and the house was in a great location ñ. Can’t recommend it highly enough if you are in that area Best David Upson"
Spacious, Comfy Colonial, minutes to Boston and highways
Exterior
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
10.0 out of 10, Exceptional, (45)
"My husband, son, daughter-in-law, and I stayed here over Boston Marathon weekend. We had rented this lovely home for a Christmas visit pre-Covid and loved it so much that we booked it again when my son learned he'd be running the iconic race. The home is well-stocked, well-furnished, and you simply can't beat the location. Plus, the owner is exceptionally thoughtful and responsive. We'll be back again!"
Wonderful Renovated Family Friendly Home Close to Boston and Lexington
Fridge, microwave, oven, stovetop
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
10.0 out of 10, Exceptional, (3)
"The house is awesome. It is very large, the kitchen is well equipped and the bedrooms are excellent. The video game system is great. The only limit is the single bathroom can be a struggle for the number of people the house can accommodate. The front door could also be more user friendly. Overall, a great stay. We will come back."
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!
5 bedrooms, desk, iron/ironing board, free WiFi
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
10.0 out of 10, Exceptional, (1)
"This was a good place to stay four our group of 13. The rooms are just slightly different from the description of beds but there are all the beds included."
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Outdoor dining
Rare Find in Boston's Hippest Neighborhood
10.0 out of 10, Exceptional, (77)
"We loved this beautiful house and it was a perfect place for our extended family to relax in between graduation events! Margaret was a pleasure to communicate with. Highly recommended!"
Rare Find in Boston's Hippest Neighborhood
Interior
Spacious Private Retreat Near Downtown Boston!
10.0 out of 10, Exceptional, (3)
"We rented the whole home & it was a perfecf set up for our family."
Spacious Private Retreat Near Downtown Boston!
Fridge, microwave, stovetop, dishwasher
Entire Rental unit-Boston
9.8 out of 10, Exceptional, (19)
"The apartment is very nice and comfortable. It's in a quiet neighborhood close to the Harvard Aboretum and less than 2 miles from the Orange Line. The kitchen was well stocked. We had 2 minor complaints. The twin beds are small and better suited to children rather than adults. The upstairs neighbors walk pretty loudly. All in all, we enjoyed our stay."
Entire Rental unit-Boston
Fridge, microwave, oven, stovetop
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (23)
"It was perfect location for me to visit my parents who live nearby. The apartment was very nice and clean and had everything I needed."
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Private kitchen
Remodeled Townhouse close to Boston
9.8 out of 10, Exceptional, (14)
"The house was perfect for our family of 5. The one bathroom was tight with all of us, but we managed just fine. The location and ease of getting to the city and airport were great!"
Remodeled Townhouse close to Boston
Fridge, microwave, oven, stovetop
Welcome to Our Prime Suburban Boston Retreat!
9.8 out of 10, Exceptional, (6)
"We were in town working a boat show, I was looking for a location just outside of Boston that was pet friendly with parking. My wife commented on how all the linens smelled so good, All in all a very nice experience"
Welcome to Our Prime Suburban Boston Retreat!
Exterior
Boston's Best Vacation Home
9.8 out of 10, Exceptional, (22)
"We had no issues with the property whatsoever. It worked perfectly for our family getaway. Kitchen was nicely provisioned. Linens were plenty and nice. Off street parking was very much appreciated. Quiet neighborhood and local restaurants were great!"
Boston's Best Vacation Home
Property grounds
Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth
9.8 out of 10, Exceptional, (28)
"This property was amazing! It felt spacious, clean, and had lots to offer. I stayed here with friends and felt that it made our whole trip perfect. The location was only around 12-18 minutes from popular locations in Boston. I would love to stay here again, and would definitely recommend to anyone!"
Perfect for large group 10 beds• 4.6 mi to Downtown •steps to T 5BD/2Bth
Interior
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!
9.8 out of 10, Exceptional, (36)
"We had a fantastic weekend visiting HMS Medical Students. The Grandma, mom and Aunties tour. Started late late Thursday evening when we all arrived at our West Roxbury home, sitting around the wonderful kitchen table and sharing travel stories with wine. Home was perfect location 20 minutes from everything. Quiet setting. Great sleeping. Comfy beds, soft linens. Communication with Susan always quick and helpful. Highly recommend."
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!
Interior
Brand-new spacious 4 bedroom home, minutes from train station, free st parking
9.6 out of 10, Exceptional, (7)
"3 night stay with nine adults. Plenty of space for us all! The house was exactly as pictured and described, very easy to access via smart locks and very clean. Access to the commuter rail was a very quick walk down the hill. We were delighted to see wild turkeys in the park across the street."
Brand-new spacious 4 bedroom home, minutes from train station, free st parking
Fridge, microwave, oven, stovetop
Cozy 2-Floor Apartment with Garage Access
9.6 out of 10, Exceptional, (8)
"The place was cozy and comfortable and communication with the host was smooth! Would stay again!"
Cozy 2-Floor Apartment with Garage Access
Spa
Beautiful 6000 sq ft home 20 min to Boston
9.4 out of 10, Exceptional, (67)
"We had a wonderful time in what we called our Russian Chalet. One of our group is fluent in Russian and loved the cookbooks, art and the feel of the home. We enjoyed playing pool and chess in the evening. The home was clean and well prepared for our stay."
Beautiful 6000 sq ft home 20 min to Boston
Don't see what you're looking for?
See all available properties in Ashland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Ashland

Deluxe Studio Suite | Living area
28 Fenway
2.0 star property
9.6 out of 10, Exceptional, (48)
"Cozy accommodations close to Back Bay and Fenway. A little too cozy for a couple - better for a solo leisure stay (no desk or working space). Rooms in pics look bigger than what it actually is. Garden level rooms will be a bit noisy. Excellent location and spotless and good security. "
28 Fenway
Property grounds
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (825)
"Our quick one night stay was great! Dana was very helpful at check in- a map of all the walkable restaurants for dinner and a recommendation for breakfast. The room was clean and the bed was comfortable. Would definitely stay here again."
The price is £158
includes taxes & fees
29 May - 30 May
Crescent Suites Hotel
Exterior
No. 284 powered by Sonder
4.0 star property
9.4 out of 10, Exceptional, (777)
"Quiet at night yet just one block away from Newbury street with many restaurants, coffee shops and shopping."
The price is £258
includes taxes & fees
7 Jun - 8 Jun
No. 284 powered by Sonder
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Ashland Holiday Homes information

Number of reviews
185
Accommodation
312 Holiday Homes
Lowest Price
£429
Highest Price
£1,023

Ashland Hotel Reviews
Expedia verified reviews